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85 Harrison Ave, New Canaan
$4,675,000
6 Beds ⋅ 8 Baths ⋅ 24190863 MLS
This exceptional and meticulously crafted residence offers the perfect synthesis of luxury, space and privacy in one of New Canaan's most coveted in-town locations. Nestled on a rare.52-acre private parcel, this thoughtfully and beautifully recently renovated home provides a serene retreat while remaining uber convenient to schools, shopping and cherished downtown amenities. Spanning four beautifully finished levels, the home offers elevator access to three floors, providing exceptional convenience and seamless flow throughout. Expansive living and family room areas showcasing striking millwork are perfectly suited for entertaining and gatherings while the main level office with coffered ceiling provides a refined space for work from home life. At the heart of the home-and sure to impress-is a stunning open-concept chef's kitchen, thoughtfully designed to balance functionality with elevated style. Featuring double sinks, a spacious pantry, custom built-ins, and a large communal quartz island, the space is as practical as it is stunning. A newly installed 2026 Wolf range anchors the kitchen, making it a true culinary enthusiast's dream and open sight lines from kitchen to breakfast room, to family room and welcoming deck create a natural gathering space for both everyday living and entertaining. Two adjacent mudrooms with ample closets and storage throughout offer effortless organization and complement the first floor.

85 Harrison Ave, New Canaan

71 Saint Johns Pl, New Canaan
$4,650,000
5 Beds ⋅ 6 Baths ⋅ 24134303 MLS
Discover New Canaan as it was meant to be. This stunner on coveted St. John's Place was built in 1910 and occupied by the same family for 44 years. Every year, the home was improved, and stands today as a testament to the labor of love built and cared for over four decades. Fully modernized to today's high standards with hints of its storied history as one of the loveliest homes in New Canaan. This quintessential home boasts classic cedar shingle siding and roof, high ceilings, 4 wood-burning fireplaces, bay windows, custom plantation shutters and beautiful wainscoting and molding throughout. Prime location on St. John's Place, steps from Elm and Park Street and bordering God's Acre. The picturesque property abuts ACRES of wooded conservation land with a charming, tucked-away pool surrounded by lush plantings and trees. Militantly maintained interiors lovingly updated with four en-suite bedrooms PLUS versatile library/office space with enchanting private spaces throughout this gracious home.

71 Saint Johns Pl, New Canaan

25 Gower St, New Canaan
$4,555,000
5 Beds ⋅ 8 Baths ⋅ 24126368 MLS
Luxury New Construction in the Heart of New Canaan! Coming Soon 2026! Experience the finest in modern living with this exceptional new home by Kaeser Custom Homes, renowned for quality craftsmanship and timeless design. Ideally situated between South Ave and South School, this elegant residence offers the perfect blend of neighborhood, convenience, and luxury-with sidewalk access to town for ultimate enjoyment. Spanning over 6,200 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 personal sitting room, spa-like bath and walk-in closet. Private home office, formal dining, and flexible living spaces. Finished lower level ideal for a gym and media room. 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.

25 Gower St, New Canaan

1218 Smith Ridge Rd, New Canaan
$4,501,000
6 Beds ⋅ 9 Baths ⋅ 24165816 MLS
Designed by acclaimed architect Dinyar Wadia, this exceptional 5-bedroom estate is set on park-like grounds just minutes from downtown New Canaan. Tranquil gardens, a scenic pond, meandering stream, and curated perennial plantings create a rare sense of serenity and privacy - an ideal setting for both entertaining and everyday living. In the main residence, a gracious foyer introduces elegant, well-proportioned interiors, with dining and living rooms anchored by a double-sided stone fireplace. The gourmet kitchen opens to the family room, sunroom, and front and rear covered porches. The home also features multiple private offices and sun-filled bedrooms, including a serene primary-suite with vaulted ceiling, fireplace, private porch, and own sauna. A third-floor suite provides a private guest retreat, while the fully finished lower level includes a dedicated gym with separate entrance. Exceptional outdoor living unfolds with a heated pool, outdoor kitchen, fieldstone fireplace, spa tub, stone terraces, and covered dining areas. A six-person sauna with full bath enhances the spa-like atmosphere, while an authentic tea house provides the ideal setting for yoga or meditation. A refined separate barn/garage includes a beautifully appointed 1-bedroom apartment-perfect for guests, extended family, or a private retreat. The expansive garage accommodates up to six cars, with space for lifts and multiple charging stations, offering a rare opportunity for the discerning car collector.

1218 Smith Ridge Rd, New Canaan

111 Parish Ln, New Canaan
$4,500,000
6 Beds ⋅ 8 Baths ⋅ 24146706 MLS
Elevated luxury. Prime location. Unmatched privacy. Scenic views. Discover the pinnacle of privacy and sophisticated living in this magnificent Brick Georgian Colonial. Poised at the end of a private Lane with gated entry high atop 3.8 professionally landscaped acres, this estate is a rare nature sanctuary just minutes from the heart of town. Exceptional Craftsmanship: Built to endure, this steel-reinforced residence features a classic brick exterior and a 100-year slate roof. Inside, the 7,300 SF floor plan is grand and light-filled, offering a flexible layout perfect for a multi-generational lifestyle. Soaring 10-foot ceilings define the spacious interiors, which include 6 generous en-suite bedrooms and 3 dedicated home offices and a library designed for the modern professional. Outdoor Oasis: The park-like grounds are anchored by a 50' x 20' heated pool with an electric cover and a professional-grade greenhouse-perfect for year-round horticultural pursuits. Utility & Security: Every convenience is considered, featuring a 5-car heated garage and a full-house automatic generator for seamless, year-round comfort and peace of mind. Unrivaled Location: Experience the serenity of a private retreat with the convenient sought after neighborhood location.

111 Parish Ln, New Canaan

30 Elm Pl, New Canaan
$4,400,000
5 Beds ⋅ 5 Baths ⋅ 24166678 MLS
Modern Luxury Meets Classic Charm on Elm Place - Experience sophisticated living in this spectacular masterpiece situated on one of the area's most coveted streets, where a dramatic, light-drenched three-story foyer flows effortlessly into a formal dining room and a sprawling front-to-back living room anchored by a classic fireplace. The heart of the home features an open-concept gourmet kitchen and an inviting family room complete with a rugged stone fireplace, custom wet bar, and sunny breakfast nook. Through elegant French doors, the living space extends to an unparalleled outdoor oasis; this private sanctuary is anchored by an expansive stone terrace and a pristine, heated Gunite pool and spa, all framed by lush, professional landscaping and a fully fenced perimeter for ultimate seclusion. The second level is home to a luxurious primary retreat with a gas fireplace, expansive walk-in closets, and a spa-like marble bath, alongside three additional en-suite bedrooms and a convenient laundry room. Versatility abounds on the finished third floor, which offers a dedicated office, family room, and a fifth bedroom, while the lower level provides a spacious gym or media room with integrated cabinetry. Ideally located just moments from award-winning schools, fine dining, and boutique shopping, with easy access to NYC and Boston, this home offers a masterclass in style, privacy, and convenience.

30 Elm Pl, New Canaan

32 West Rd, New Canaan
$4,362,500
5 Beds ⋅ 6 Baths ⋅ 24153851 MLS
One of New Canaan's distinguished landmark residences, this extraordinary home is gracefully sited on 2.6 acres of sweeping lawns and mature trees along coveted West Road, just under a mile from the village.A meticulous expansion and renovation have reimagined this home for modern living, while honoring the timeless elegance and architectural integrity of the original home. Sun-filled, graciously scaled interiors unfold through a series of beautifully proportioned rooms, where french doors throughout open seamlessly to an expansive bluestone terraces and the park-like grounds beyond.The residence offers five bedrooms and four newly renovated full baths, including a light-filled primary suite with private sitting room and walk-in closet.The ground floor features a stunning Great Room, a front to back living room, an elegant dining room and a beautifully refreshed chef's kitchen that opens to a light-filled breakfast room with its own private stone terrace. An expansive family room, framed by walls of windows, captures sweeping views of the landscape. Completing the first floor plan is a new bright and sunny laundry room, two beautifully appointed half baths and a thoughtfully designed mudroom leading to a brand-new second-floor home gym.The third floor boats a private home office and another bedroom suite with full bath. A truly rare and incomparable offering, combining vintage charm, modern luxury, and an exceptional West Road location; ready for the most discerning buyer.

32 West Rd, New Canaan

148 Douglas Rd, New Canaan
$4,350,000
6 Beds ⋅ 6 Baths ⋅ 24184857 MLS
Perfectly positioned in the heart of town & just a short walk from train, park and schools, Douglas Road is an extraordinary home built by Cognetta Homes. Thoughtfully designed to blend timeless craftsmanship with modern luxury. Offering over 7000 sq. ft. on four beautifully finished levels, this stunning residence features 6 bedrooms, 6 baths & a light-filled floor plan that seamlessly connects elegant interior spaces with outdoor living. Designed for both sophisticated entertaining & comfortable everyday living, the home showcases premium finishes, generous proportions with meticulous attention to detail throughout. At the heart of the home is a spectacular chef's kitchen featuring Wolf and Sub-Zero appliances, custom cabinetry, a spacious walk-in pantry & an adjoining dining area complete with a butler's station & wine bar. A dramatic floating staircase serves as a striking architectural focal point, while the glass-enclosed office provides an inspiring, private workspace. The luxurious primary suite offers a true retreat, highlighted by a spa-inspired bath with radiant heated floors. Abundance of light with impressing soaring ceilings on the third level & a finished lower level featureing a gym, spacious game room, lounge area, a private bedroom with full bath-ideal for guests, a home office & a playroom creating the perfect space for an au pair, or a sixth bedroom. One of a kind, luxury home in one of the area's most desirable locations with sidewalks to town and school

148 Douglas Rd, New Canaan

48 Douglas Rd, New Canaan
$4,300,000
6 Beds ⋅ 8 Baths ⋅ 24133465 MLS
This new construction by a premier local builder features classic architecture, detailed millwork, and high-end finishes throughout. The exterior includes cedar shingles, a covered front porch, and custom trim. Inside, white oak floors and custom paneling create an inviting flow. The kitchen offers handcrafted shaker cabinetry, quartz countertops, a center island, Wolf and SubZero appliances, and French doors opening to the patio and backyard. A walk-in pantry with custom shelving and quartz counters provides extra storage and prep space. The family room features a coffered ceiling and fireplace, while the designer living and dining rooms offer distinct spaces for entertaining. The primary suite includes 2 walk-in closets and a marble bath with soaking tub, oversized shower, and dual vanities. Spacious secondary bedrooms each feature custom-fitted closets and designer bathrooms. The home also offers flexible finished spaces ideal for home office, recreation, and fitness areas. Other highlights include a tiled mudroom with full bath and back stairs, a 2-car heated garage, and lush, professional landscaping. Located near town, parks, and schools, 48 Douglas showcases craftsmanship and thoughtful design in every detail.

48 Douglas Rd, New Canaan

83 Long Lots Rd, New Canaan
$4,250,000
5 Beds ⋅ 6 Baths ⋅ 24179208 MLS
Perched on a sunny knoll overlooking two acres of beautifully landscaped grounds, this thoughtfully expanded center hall colonial in coveted Hoyt Farms is a rare find. Mature specimen trees of remarkable scale anchor the property, lending an established presence that simply cannot be replicated. Inside, a seamless expansion honors the home's colonial origins while adding the generous proportions that today's living demands - five bedrooms, six baths, and a layout configured for both practical family life and gracious entertaining. The pool area is the undisputed centerpiece; a stunning pool and separate spa set the stage for effortless gatherings, while a fully equipped outdoor kitchen and wood-fired pizza oven make it a natural destination from spring through fall. At this scale, on these grounds, in Hoyt Farms - 83 Long Lots is a genuinely special offering.

83 Long Lots Rd, New Canaan

225 Marvin Ridge Rd, New Canaan
$4,250,000
6 Beds ⋅ 7 Baths ⋅ 24179792 MLS
Exquisite 6-Bedroom Colonial on Over 3 Private Acres - This is the one you've been waiting for-a timeless estate designed for gracious living, exceptional entertaining, and the creation of lifelong memories. Set at the end of a private lane on over 3 spectacular acres, this exceptional Colonial blends timeless elegance with modern luxury. A grand foyer with a sweeping curved staircase welcomes you into beautifully scaled rooms featuring soaring ceilings, exquisite millwork, and abundant natural light. Formal living and dining rooms, each with a fireplace, flow seamlessly into an impressive library w/custom built-ins and a sun-filled family room w/French doors opening to an expansive terrace. The gourmet kitchen overlooks the pool and adjoins a charming paneled breakfast room with a fireplace, creating the perfect setting for everyday living and entertaining. Upstairs, a gracious landing overlooks the dramatic foyer and leads to a luxurious primary suite with fireplace, custom cabinetry, and a spa-inspired bath. Three additional en-suite bedrooms, a spacious bonus room, and a private guest suite provide exceptional flexibility. The fully finished walk-out lower level offers a large playroom, guest suite with full bath, and a dedicated fitness room. Outside, enjoy the private, park-like grounds complete with stone walls, a new pool, fenced yard, and playset. Just minutes from town, train, and award-winning schools, this rare offering combines privacy, scale, and convenience.

225 Marvin Ridge Rd, New Canaan

67 Dunning Rd, New Canaan
$4,200,000
5 Beds ⋅ 7 Baths ⋅ 24185083 MLS
A Masterpiece of Colonial Elegance and Resort-Style Living on Dunning Road - Perfectly positioned on a coveted cul-de-sac just moments from town on 2 perfectly flat acres, this stately 5-bedroom, 6.5-bath center hall colonial offers an unparalleled blend of sophisticated design and private resort living. Inside, the formal living room sets a dramatic tone with its stately fireplace and a breathtaking wall of windows framing views of the lushly landscaped backyard oasis, while a separate, sun-drenched solarium provides a tranquil and private retreat for quiet relaxation. The heart of the home is a designer kitchen equipped with professional-grade appliances, a massive center island, a walk-in pantry, and an adjacent breakfast room and separate command center-all seamlessly connecting to a formal dining room and opening through floor-to-ceiling glass French doors to the pool and cabana. For everyday gathering, a separate family room features custom built-ins and its own fireplace, complemented by an expansive finished lower level that boasts a third fireplace and endless recreation space. Outside, the property transforms into a premier entertainment venue, complete with a sparkling pool, a rare 2-room/2-bath cabana, and a private tennis court, making this exceptional estate a true sanctuary for modern living.

67 Dunning Rd, New Canaan

98 Indian Waters Dr, New Canaan
$4,195,000
5 Beds ⋅ 8 Baths ⋅ 24148468 MLS
Completely and thoughtfully renovated, this exceptional New Canaan residence blends timeless architecture with refined modern luxury in a magical private setting overlooking the Noroton River and cascading waterfalls. Located on one of New Canaan's most coveted Westside streets, the home enjoys a close-knit neighborhood known for friendly gatherings and neighborhood parties. The heart of the home is a chef's kitchen with Viking appliances, custom white oak island and pantry, and Mont Blanc quartz countertops. Designer finishes include newly renovated baths, a recycled glass and concrete bar top, imported European wallpaper murals, and Restoration Hardware lighting. Architectural details such as hidden bookcase doors, refinished wood floors, and a dramatic slide-and-stack door system create seamless indoor-outdoor living filled with natural light.The main residence offers soaring ceilings, four fireplaces, a sun-filled library, expansive primary suite, three additional bedrooms, office, and a finished lower level with recreation room and gym. In addition to the main residence, this unique home features a separate yet attached two-bedroom, two-bath flex wing perfect as an in-law, guest or au-pair suite with living, dining, and eat-in kitchen. Outdoors,enjoy a heated Gunite pool, stunning fruit trees and vegetable garden as well as tranquil river views. New roof, Generator and energy-efficient heat pump. Welcome to your sanctuary in one of New Canaan's most special settings

98 Indian Waters Dr, New Canaan

295 Brushy Ridge Rd, New Canaan
$4,100,000
5 Beds ⋅ 7 Baths ⋅ 24149920 MLS
Experience the perfect synergy of classic New England charm and forward-thinking design in this stunning 2024 renovated and expanded Colonial. At the heart of the home, a sun-drenched chef's kitchen with a cozy stone fireplace flows seamlessly into living spaces anchored by dual staircases and a family room featuring bespoke built-ins with window seats, a wet bar, and French doors leading to a vaulted sunroom. Retreat to a primary suite that rivals the finest boutique hotels, boasting a vaulted ceiling, private balcony, coffee station, and a spa-inspired wet room with a double shower. All bedrooms are en-suite with designer bathrooms and the flexible space of the billiards room or library offers space to suit any lifestyle. The finished lower level includes a bonus room and gym. Outside, your private oasis awaits with a brand-new 20x40 heated pool, stone terraces, and a premium grilling station nestled among lush, low-maintenance landscaping for total seclusion. Best of all, this home is powered for the future with solar panels providing energy independence and significant savings. Located just one mile from town and the train, this turn-key sanctuary offers a rare, eco-conscious lifestyle where casual entertaining meets high-end formal elegance.

295 Brushy Ridge Rd, New Canaan

7 Kimberly Pl, New Canaan
$4,000,000
5 Beds ⋅ 5 Baths ⋅ 24165890 MLS
Gracious and light-filled, this stunning 5200 sq ft. classic, located on coveted Kimberly Place, offers the best of in-town living! This home has four fully finished floors, high ceilings, detailed millwork, hardwood floors, versatile floor plan, and lovely private rear yard with expansive terrace. This five bedroom, four full and one half bath home offers a gorgeous new custom-built kitchen with high end appliances, large island, and dining area that opens into a fabulous family room with fireplace and built-ins. The spacious, newly renovated lower level with full bath, has endless possibilities for play, exercise and work. Additional improvements include new cedar roof, copper gutters, complete painting of interior and exterior, new cedar fencing, and so much more. This desirable location offers a short walk to town and the New Canaan train station!

7 Kimberly Pl, New Canaan

565 Oenoke Rdg, New Canaan
$3,925,000
4 Beds ⋅ 5 Baths ⋅ 24189751 MLS
An icon of American modernism, the celebrated Celanese House presents a rare opportunity to own one of New Canaan's most architecturally significant residences. Designed in 1959 by acclaimed architect Edward Durell Stone, this internationally recognized masterpiece has been admired for decades for its timeless design. Meticulously restored to honor Stone's original vision while embracing contemporary living, the home showcases his signature architectural vocabulary-from the striking lattice facade and sculptural glass roof pyramids to soaring walls of glass that dissolve the boundary between indoors and out. Light becomes an architectural element, filling every space and transforming the home throughout the day. Nearly 5,000 square feet of thoughtfully curated living space blend historic integrity with refined modern luxury. Satin-bleached oak floors, floating walls, museum-quality lighting and a dramatic illuminated glass entry create interiors that feel simultaneously iconic and effortlessly livable. Four bedrooms, four-and-a-half baths and beautifully proportioned entertaining spaces provide exceptional comfort without compromising the purity of the original design. Set on 2.06 private acres along a distinguished road, the landscape complements the architecture with tranquil views and remarkable privacy. More than a residence, the Celanese House is an enduring work of architecture-offering the privilege of becoming the next steward of a true design landmark.

565 Oenoke Rdg, New Canaan

469 Brookside Rd, New Canaan
$3,850,000
6 Beds ⋅ 5 Baths ⋅ 24131109 MLS
Dating back to the 1820's, "Shadowlyn" epitomizes the classic country compound combining beautiful vintage details with stylish, modern amenities. The bright and sunny main residence features six bedrooms, four full baths, four fireplaces and loads of comfortable living space accommodating a relaxing and easy lifestyle on over three acres with pool, charming pool house, garage/barn with apartment above and tennis court. The expansive kitchen has been thoughtfully reimagined and features a large island, extensive storage, vintage wet bar, expansive breakfast area adjacent to a cozy family room and oversized mudroom. The formal living and dining spaces boast high ceilings, tons of windows and intimate conversation alcoves, perfect for entertaining. The step down library is stunning and dramatic; wrapped in color, featuring French doors out to the terrace and private spa. The primary bedroom suite is well appointed with a walk in closet and a large, updated bath. All of these lovely spaces have direct access to sweeping vistas of this bucolic estate featuring a beautifully illuminated landscape in the evenings. Convenient to downtown New Canaan, Darien and Norwalk, Shadowlyn is accessible and exceptional. Schedule your private tour today.

469 Brookside Rd, New Canaan

63 Middle Ridge Rd, New Canaan
$3,850,000
5 Beds ⋅ 6 Baths ⋅ 24124189 MLS
Expanded and fully renovated in 2005, this exceptional Colonial is located in the prestigious Hoyt Farm neighborhood, close to the village. Set on two acres of beautifully landscaped property, the home features five bedrooms and five and a half baths, offering a perfect blend of sophistication and comfort. The main floor welcomes you with a dramatic two-story foyer, an open chef's kitchen flowing seamlessly into the spacious family room, a breakfast room, formal living room with French doors to the backyard, formal dining room, a custom mahogany library, a separate den with fireplace with views of the pool, and a spacious mudroom with a separate entrance. Upstairs, a serene primary bedroom suite with fireplace, private balcony overlooking the pool, a spa-like bath, and a large walk-in closet. Four additional bedrooms, three full baths plus a study room complete this level. A separate back staircase leads to a private office and large bonus room with full bath, ideal for working from home or using as an in-law or au pair suite. The walkup third floor is finished as an exercise room. Outside, enjoy the tranquil stone terrace, stunning gunite heated pool with complete privacy and beautiful mature landscaping and specimen trees - perfect for enjoying the outdoors. House enjoys benefits of solar panels and 50% reduction in electricity costs. 3-car garage and plenty of storage throughout. All this within minutes of the train and part of a vibrant community with top-rated schools.

63 Middle Ridge Rd, New Canaan

73 Lake Wind Rd, New Canaan
$3,825,000
5 Beds ⋅ 10 Baths ⋅ 24160722 MLS
Located in the desirable Lake Wind / Ponus Ridge corridor, this custom Colonial estate offers over 9,000 square feet of living space, thoughtfully rebuilt in 2010 and designed for both scale and comfort. The home features 5 bedrooms, 7 full and 3 half baths, six fireplaces (including one outdoor), and multiple porches, with select rooms showcasing cathedral ceilings. Set on 2.74 acres, the property includes a saltwater pool and spa, pool house, expansive flagstone patio, and tennis court-creating a true estate setting with exceptional potential for outdoor living and entertaining. The interior presents with a clean, functional layout, including a recently installed boiler, while exterior amenities and select finishes offer a compelling opportunity for renovation and customization, allowing the next owner to fully realize the property's potential. A rare offering combining size, privacy, and long-term upside in one of New Canaan's premier estate areas.

73 Lake Wind Rd, New Canaan

39 Louises Ln, New Canaan
$3,825,000
5 Beds ⋅ 7 Baths ⋅ 24104518 MLS
Generational Compound with all the luxuries & amenities one desires. Cascading waterfall pool, pool house, tennis court with viewing gazebo, barn, guest house, fenced garden and meandering sculpture rock garden. Set off New Canaan's highest ridge and down a private lane this resort-style estate is prime living-just one hour from NYC. This is for the discerning buyer who can spot value & potential. With 5+ bedrooms, multiple living areas, the home is designed to suit a variety of lifestyles. Additional features include a five-car garage, spa and gym suite with a jacuzzi, indoor garden room, and a very spacious in-law or caretaker suite. The beautifully landscaped 5-acres includes lush destination gardens, a fenced vegetable garden, and a dedicated pet area. A gated entry leads down a long, tree-lined drive, setting the stage for timeless charm. Outdoor living is just as impressive, with a resort-style pool framed by cascading waterfalls, a romantic pergola with outdoor kitchen, dining terrace, and a charming pool house-perfect for entertaining.This is a rare opportunity to own a peaceful retreat with mystique that has space, beauty, and versatility - all in an exceptional New Canaan location.

39 Louises Ln, New Canaan

1343 Smith Ridge Rd, New Canaan
$3,795,000
6 Beds ⋅ 8 Baths ⋅ 24147565 MLS
Your Private Resort Awaits: Pool, Pool House, and Perfection. A New Canaan stunner on Smith Ridge. Discover unparalleled luxury living in this exquisite 6-bedroom, 6.5-bathroom residence. Spanning four finished floors of custom designed space, this home offers comfort, elegance, and functionality. High ceilings 9 FT + and large windows flood the interior with natural light, highlighting beautiful hardwood floors and custom millwork that add to the home's character and sophistication. Key Features: Gourmet Kitchen: The main level features a top-of-the-line gourmet kitchen, complete with a breakfast room with convenient coffee station, that flows seamlessly into a large family room with a fireplace. Four Levels of Living: Multiple expansive recreation rooms across the finished lower level and the third floor offers versatile space for play, a home theater, gym, or relaxation. Elegant Design: From the inviting foyer and parking courtyard, formal living/dining rooms to a dedicated home office and workshop, every space has been meticulously crafted for refined living. Outdoor Oasis: An oversized pool and dedicated pool house create a perfect retreat. The pool house includes a designer lounge and full bathroom, ideal for guest house or ease of poolside entertaining, all set within a large, level backyard perfect for any outdoor activity. Discover unparalleled luxury living in this exquisite estate.

1343 Smith Ridge Rd, New Canaan

24 Clearview Ln, New Canaan
$3,700,000
6 Beds ⋅ 9 Baths ⋅ 24150372 MLS
This stately Colonial home, featuring six bedrooms and six full bathrooms plus three half baths, offers an impressive blend of elegance and comfort. Upon arrival, you are greeted by beautiful landscaping and meticulously maintained gardens, setting a tranquil tone for the entire property. The entryway immediately captivates with its twin staircases and a soaring ceiling, creating a dramatic and welcoming first impression for guests and residents alike. Designed with ample room for everyone, the home boasts a comfortable living room perfect for relaxation, an inviting solarium filled with natural light, a chef's kitchen ideal for culinary pursuits, and a generous family room that serves as a central gathering space. During the summer months, enjoy leisurely days by the pool or savor picturesque sunsets from the comfort of the screened porch, making outdoor living a delightful experience. With four fully finished floors, this home provides all the space and amenities needed to accommodate contemporary living in style and comfort. Sale is subject to Probate Court Approval.

24 Clearview Ln, New Canaan

317 Park St, New Canaan
$3,700,000
5 Beds ⋅ 8 Baths ⋅ 24091413 MLS
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. Pool Site Permit has been approved!

317 Park St, New Canaan

56 Kimberly Pl, New Canaan
$3,675,012
6 Beds ⋅ 5 Baths ⋅ 24150710 MLS
THE OWNERS ARE REQUESTING THAT OFFERS BE SUBMITTED BY NOON MONDAY. Rarely available on coveted Kimberly Place, this beautifully redesigned & renovated home is set on a generous lot offering the best of in-town living. Built in 1940, the property underwent complete renovation & expansion in 2005, followed by significant upgrades by the current owners. At the heart of the home is a showstopping chef's kitchen featuring a La Cornue Chateau 320 stove and oven - a top-of-the-line appliance favored by culinary professionals - along with a generous island, cozy fireplace, and numerous windows overlooking the private, professionally landscaped & fenced-in backyard. The patio with a built-in grill and Alba pizza oven is the perfect place to entertain friends and family. A mudroom with extensive paneled storage keeps daily life effortlessly organized. The main level has an open floorplan that flows seamlessly: a living room with an elegant fireplace & built-in bookshelves, a light filled family room, a paneled office with wet bar and a chic powder room. The dining room blends dining and living spaces to suit modern lifestyles. Upstairs are four spacious bedrooms, three full bathrooms, plus laundry room. The luxurious primary suite features dual walk-in closets, private study and spa-like new bathroom with Porcelanosa tiles, heated floor, walk-in shower and soaking tub. The third floor offers a fifth bedroom, full bath, and a versatile 6th bedroom that can serve as a playroom or bedroo

56 Kimberly Pl, New Canaan

46 Wakeman Rd, New Canaan
$3,662,900
4 Beds ⋅ 6 Baths ⋅ 24159147 MLS
Nestled on a quiet cul-de-sac on a private lane, 46 Wakeman Road is a quintessential Country Colonial set on 4 beautifully landscaped acres. Meticulously maintained, the home blends timeless elegance with modern comfort, offering bright, expansive living spaces in a serene setting. The main level features soaring ceilings, refined details, and a gracious flow. The large, elegant living room and formal dining room open to an expansive screened porch creating a seamless indoor-outdoor flow. A stunning kitchen with spacious breakfast area, transitions effortlessly to the inviting family room with walls of windows and glass doors creating a dramatic, sun-drenched space that accesses the wraparound deck framing the picturesque grounds. The 1st-floor primary suite is a serene haven with glass doors to its own deck, dual walk-in closets and sitting area. A handsome library/office with fireplace and built-ins offers a warm workspace. Upstairs are 3 bedrooms, including a spacious secondary suite. A large bonus room with vaulted ceiling and built-in workspaces is ideal for play, media or studio use. The walkout lower level recreation room/gym has potential for a 5th bedroom or guest suite. Outdoors, rolling lawns and mature trees create a peaceful backdrop. Additional highlights include 4 fireplaces, 3-car garage, generator, 2 laundry rooms, and a windowed butler's pantry. A rare blend of privacy, space & convenience just minutes from town, top-rated schools and commuter access.

46 Wakeman Rd, New Canaan

760 Smith Ridge Rd, New Canaan
$3,620,000
4 Beds ⋅ 4 Baths ⋅ 24184789 MLS
Featured in multiple publications and set along New Canaan's coveted Smith Ridge Road, this magazine-worthy, extraordinary estate is a masterclass in privacy, beauty, and timeless luxury. Privately nestled on more than five spectacular acres just moments from town and the New Canaan Country Club, the property offers a lifestyle that feels remarkably tucked away and private. Surrounded by sweeping lawns, curated grounds, and an atmosphere of complete tranquility, it is the kind of place that instantly slows time and is rarely available. Sunlight pours through every room, illuminating interiors that have been meticulously maintained and thoughtfully designed with an uncompromising commitment to quality. From the highest-end designer kitchen to the gracious entertaining spaces, every detail reflects exceptional craftsmanship, sophistication, and enduring style. The primary suite is a destination unto itself-a private retreat defined by sumptuous finishes, spa-like comforts, and an effortless sense of luxury. Generous secondary bedrooms, multiple work-from-home spaces, and a versatile private wing provide flexibility without sacrificing elegance. Whether hosting friends or family or enjoying the quiet beauty of the surroundings, every space has been designed to elevate daily living. Expansive patios, open lawns, and exceptional privacy create a setting that feels more akin to a private resort than a residence.

760 Smith Ridge Rd, New Canaan

96 Weed St, New Canaan
$3,613,300
4 Beds ⋅ 5 Baths ⋅ 24152311 MLS
Classic 4-bedroom center hall Colonial set on a beautifully landscaped property with exceptional outdoor living. Ideally located close to everything New Canaan has to offer, the home features a stunning pool, expansive stone terrace with outdoor fireplace, built in grill and smoker, and a private yard designed for seamless indoor-outdoor enjoyment. Designed for both everyday living and entertaining, the home offers a gracious and well-proportioned layout across three finished levels. The two story entry hall is flanked by a formal living room with fireplace and a private office while the elegant dining room is conveniently located off the spacious eat in kitchen that serves as the heart of the home. A comfortable family room with wood burning fireplace opens directly to the outdoor entertaining areas, the mudroom, three car garage and back staircase. The second level offers four generously sized bedrooms, including a spacious primary suite, along with well-appointed bathrooms, excellent closet space, and a versatile bonus room. The fully finished lower level is a true highlight, featuring a wine room, gym, playroom, and a custom home theater, creating an ideal extension of the living space for recreation and relaxation. Surrounded by mature landscaping that ensures privacy and tranquility, this timeless New Canaan Colonial combines thoughtful amenities, elegant flow, and outstanding indoor-outdoor living.

96 Weed St, New Canaan

323 Smith Ridge Rd, New Canaan
$3,600,000
5 Beds ⋅ 7 Baths ⋅ 24166880 MLS
Pristine move in ready five-bedroom Colonial residence situated on 2.9 acres of parklike grounds. Spanning over 6,000 square feet, this home features an open floor plan with formal rooms, elegant moldings, graceful archways and French doors. The interior includes a gourmet kitchen with high-end appliances, a marble center seating island, breakfast room with coffee bar, all which open into a family room with vaulted ceilings and a fireplace. Additional highlights include a library/office with built-ins, and a primary suite featuring a private balcony overlooking the pond, a sitting area, and a marble bathroom. The property also includes a separate-entry apt. equipped with a kitchenette, a large living and dining area, a bedroom, and a full bath. The home is finished with hardwood flooring, custom millwork, and three fireplaces. Exterior amenities include a spacious deck and room for 5 cars, a heated main level 3 car garage, large mudroom, and an additional two-car garage on the lower level. The residence is conveniently located near local schools, the village center, Metro-North New Canaan station, The Field Club, and the Merritt Parkway.

323 Smith Ridge Rd, New Canaan

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