Refine Search
Sort by
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

346 Frogtown Rd, New Canaan
$3,600,000
4 Beds ⋅ 6 Baths ⋅ 24161809 MLS
This stunning shingle and stone Colonial perfectly blends traditional architecture with modern luxury amenities, offering a resort-at-home lifestyle while maintaining close-to-town convenience. The heart of the home is a brand-new Deane kitchen, featuring an oversized center island, high-end side-by-side refrigerator/freezer, two sinks, two dishwashers, and a premium range. This space is complemented by a dedicated bar area equipped with a large wine fridge and additional refrigerator drawers. The main level also boasts a magnificent great room with vaulted ceilings, along with a formal dining room, living room, and a separate family room, providing the open floor plan that today's buyers prioritize. Situated on two peaceful acres near the New Canaan village center and Metro-North, the property also offers exceptional outdoor living. You will find a bluestone terrace with a full outdoor kitchen and a heated saltwater pool with a cascading waterfall spa. With three finished, move-in-ready levels, this property is a rare find.

346 Frogtown Rd, New Canaan

245 Benedict Hill Rd, New Canaan
$3,600,000
5 Beds ⋅ 5 Baths ⋅ 24133809 MLS
A storybook entrance framed by classic stone walls opens to four flat, park-like acres leads you to this thoughtfully updated five-bedroom Colonial layered with warmth, character, and the kind of detail that make a house feel instantly welcoming. The light filled chef's kitchen flowing seamlessly into a family room with fireplace and French doors open to the terrace, heated pool, spa, and paddle court - effortless indoor outdoor living. Upstairs offers a light filled, vaulted primary bedroom suite plus 3/4 additional bedrooms and rear staircase to the spacious mudroom and side entrance. A gracious first-floor guest suite is perfect for family and friends. The finished lower level adds flexible space for exercise or play. The stunning post-and-beam barn - with room for 4+ cars and an oversized loft - completes the picture.Warm, inviting, and undeniably special. A true New England gem. Prepare to fall in love.

245 Benedict Hill Rd, New Canaan

113 Skyview Ln, New Canaan
$3,600,000
5 Beds ⋅ 6 Baths ⋅ 24127202 MLS
Just off Ponus Ridge and moments from Talmadge Hill Train Station, this exceptional Colonial home offers easy access to the Merritt and downtown amenities. Set on 1.67 acres of beautifully landscaped, gated grounds, the property boasts a newly renovated, resort-style gunite pool and spa, an oasis for outdoor living. The professionally manicured backyard is complemented by a stunning bluestone patio, complete with a dramatic fountain centerpiece, ideal for entertaining. This home welcomes you with a grand two-story foyer, leading to an open-concept Kitchen's By Deane chef's kitchen featuring high-end appliances, including dual refrigerator/freezers, a butler's pantry, and a sun-filled breakfast nook. The adjacent family room offers a cozy gas fireplace and French doors that open to a balcony overlooking the serene pool area. The second floor showcases a sophisticated primary suite with custom built-ins, a spacious walk-in closet, and an updated, spa-inspired bath complete with a heated floor and towel rack. Three additional bedrooms and two full baths provide ample family space. A private staircase leads to a bedroom suite, complete with a sitting room and full bath, ideal for an in-law or au pair suite. The lower level has 2334 addt'l finished SqFt with a gym area, a living space with a cozy fireplace, and a wine cellar. In addition, there is a 3-car garage, a full house generator and separate storage shed. This meticulously maintained estate is truly an extraordinary prope

113 Skyview Ln, New Canaan

610 Cheese Spring Rd, New Canaan
$3,575,000
4 Beds ⋅ 7 Baths ⋅ 24168477 MLS
Welcome to this stunning custom shingle-style residence set amid sweeping lawns, mature flowering trees, and beautiful natural surroundings in one of New Canaan's most picturesque settings.This exceptional 4/5-bedroom residence blends timeless New England architecture with modern living and refined architectural detail throughout. The cathedral-ceiling living room with fireplace, walls of windows, and sliders to the deck serves as an inviting and dramatic centerpiece. The open-concept kitchen, breakfast area, and family room are thoughtfully designed for everyday living and entertaining, opening seamlessly to the side porch and terrace overlooking the majestic property. A formal dining room lends warmth and sophistication, complemented by a first-floor guest bedroom and office. Upstairs features 3 additional bedrooms, including one with a balcony overlooking the breathtaking property, plus a lounge and skylit study area. The expansive walk-out lower level offers 1,600+ square feet with recreation room, full bath, and wine cellar. Outside, enjoy peaceful entertaining spaces, a beautiful Wagner gunite pool with gazebo, and a classic red barn with stalls, all surrounded by vibrant seasonal landscaping that enhances the property's natural beauty year round. A rare offering that combines beautiful grounds, timeless charm, and an exceptional lifestyle, all just minutes from town, schools, and the train.

610 Cheese Spring Rd, New Canaan

152 Long Lots Rd, New Canaan
$3,575,000
5 Beds ⋅ 6 Baths ⋅ 24097520 MLS
Welcome to 152 Long Lots ~ Perfectly sited on two flat acres in the highly sought after Hoyt Farm neighborhood. This home is a rare blend of timeless design and thoughtful scale. The interior is filled with natural light and symmetry which guides you through elegant, functional spaces designed for both everyday living and entertaining. The gourmet kitchen is the heart of the home featuring a wall of windows, top of the line appliances, and the perfect setting for dining in. The primary suite offers a private balcony updated bathroom and shared walk-in closet. The outdoors is equally impressive with a beautiful private patio and mature plantings. Convenient to schools, train, parks and New Canaan town center.

152 Long Lots Rd, New Canaan

38 Fitch Ln, New Canaan
$3,550,000
5 Beds ⋅ 7 Baths ⋅ 24121115 MLS
Nantucket-Shingle coastal-chic style home with exceptional amenities in Hoyt Farm. Nestled on a cul-de-sac within a sought after neighborhood, a custom-designed home embodies a captivating shingle style home. This meticulously updated residence offers an abundance of space and remarkable features for comfortable living and entertaining. Upon entering the double-height foyer, you are greeted by an immediate sense of spaciousness and elegant flow. The heart of the home lies within the state-of-the-art gourmet kitchen, breakfast room & great room, which seamlessly connect to the outdoor entertaining spaces. The home uniquely features 2 primary suites; 1 conveniently located on the 1st floor & the other on the 2nd floor. This configuration is ideal for an in-law or au pair suite, providing privacy and comfort for multi-generational living or guests. Additional living and entertainment spaces extend to the finished lower level, which boasts a wine cellar and an exercise room. This thoughtful design ensures that every need & desire for relaxation, recreation, and luxury is met within this magnificent home. Step into your own private oasis with a stunning saltwater pool & fire pit, perfect for entertaining or relaxing evenings under the stars. The beautifully manicured gardens surround the home creating a picturesque setting, while the screened-in porch offers a tranquil space to enjoy the beauty of nature element-free. Finished lower level includes gym, wine cellar & playroom.

38 Fitch Ln, New Canaan

59 Running Brook Ln, New Canaan
$3,500,000
5 Beds ⋅ 7 Baths ⋅ 24175367 MLS
Beautifully sited on 1.46 acres at the end of a quiet and peaceful westside cul-de-sac, this private oasis is perfection! The impressive and sun-drenched 6,200 SF classic colonial offers a thoughtful and versatile floor plan to accommodate a modern lifestyle for easy living, work and entertaining. With four fully finished floors, highlights include high ceilings, two-story entry, detailed millwork, hardwood floors, 5/6 bedrooms, eat-in-kitchen with cozy breakfast room, dramatic family room with wood slat ceiling and fireplace, gracious living room with fireplace, formal dining room with built-ins and home office. The spectacular primary suite has a luxurious updated bath, sitting room and walk-in closet. In addition, there is a huge third floor bonus room with full bath, and a multi-purpose fully finished lower level with full bath and wine cellar. Enjoy the gorgeous heated pool and spa, park-like setting with flat play yard and expansive bluestone terraces, which are surrounded by lush landscaping and mature trees. This exceptional country estate is conveniently located to town, nationally ranked schools and trains.

59 Running Brook Ln, New Canaan

105 White Oak Shade Rd, New Canaan
$3,500,000
4 Beds ⋅ 4 Baths ⋅ 24157134 MLS
Totally transformed - English countryside meets classic CT! Prominently sited on ~1.3 private acres in the highly coveted South of the YMCA neighborhood, this stunning colonial estate offers an unparalleled lifestyle. Located just minutes from the heart of downtown New Canaan, Waveny Park, and top-rated schools, this extraordinary home is a rare gem. Thoughtfully transformed by its current owners, blending timeless charm with modern sophistication. This meticulously updated residence boasts 4+ spacious bedrooms, with 3.5 stunning baths, providing luxury and privacy. Every detail in this jewel box has been considered all the way down to the ultra high-end lighting, designer wallpaper, specialty paints, and SO much more. Bright and sun-drenched, the home's interiors exude warmth and character, creating a welcoming space for both relaxation and entertaining. This home is truly one-of-a-kind. Step outside and discover a true private oasis: lush manicured grounds, stunning flower beds and mature plantings. The sparkling pool, outdoor patio with fireplace & wraparound porch complete this outdoor paradise, offering the perfect setting for leisurely days or vibrant gatherings. This home is not just a property, but a lifestyle. It's the perfect combination of luxury, comfort, & convenience, and it's ready for you to move in & enjoy. Experience the best of New England living-bring your toothbrush & get ready to immerse yourself in the unparalleled beauty of this extraordinary property.

105 White Oak Shade Rd, New Canaan

226 Putnam Rd, New Canaan
$3,500,000
4 Beds ⋅ 6 Baths ⋅ 24143720 MLS
Welcome to the South-of-the-YMCA neighborhood! Beautifully rebuilt in 2014, this custom Colonial sits on just over an acre of flat, park-like property in one of New Canaan's most coveted locations. Set near the end of a quiet cul-de-sac, it delivers luxury, privacy, and unbeatable convenience to top-rated schools, the YMCA, Waveny Park trails, paddle courts, the dog park, and every activity the park has to offer. Step inside and prepare to be wowed. The luxurious primary suite offers a spa-worthy bathroom and an enviable walk-in closet. Each additional bedroom includes its own en-suite bath and walk-in closet, and the legal 5th bedroom with bath and kitchenette on the lower level is perfect for guests, in-laws, or an au pair. High ceilings, 7-inch-wide oak floors, Porcelanosa tile, Grohe fixtures, and premium stonework make it feel exceptional. The chef's kitchen is a showstopper with its high-end appliances, a Wolf range with 6 burners, griddle, and double ovens, and custom Birchcraft cabinetry by Euphoria Kitchens. You'll enjoy more cabinet space than you ever thought possible. The fenced backyard feels like a private resort, complete with a heated in-ground pool, stone walls, mature landscaping, and an irrigation system. A 1,000-gallon underground propane tank powers heat, hot water, cooking, the full-house generator, and the pool heater - ensuring comfort year-round. The oversized 3-car garage offers 841 sq. ft. of clean, versatile space for cars, hobbies, or storage

226 Putnam Rd, New Canaan

52 Garibaldi Ln, New Canaan
$3,495,000
6 Beds ⋅ 6 Baths ⋅ 24109812 MLS
Discover sophisticated modern luxury in the heart of New Canaan This stunning, newly constructed 6,500 square foot residence offers a unique blend of modern design, luxurious finishes, convenient location. Overlooking the iconic God's Acre church steeples, this exceptional home is the latest creation by a local designer renowned for crafting one meticulously curated project per year. Step inside and be captivated by dramatic, light-filled, open-concept living spaces, including a grand foyer featuring a 20-foot window entry and a striking iron staircase. Nine-foot ceilings, wide-plank white oak floors, special ceiling details, and expansive floor-to-ceiling Marvin windows amplify the sense of space and elegance. The show-stopping kitchen is a culinary masterpiece, boasting an oversized seating island, a built-in breakfast nook, and top-of-the-line stainless steel appliances. A convenient pantry and a spacious dining area provide the ideal setting for entertaining on a grand scale. The adjoining family room features a cozy fireplace and a custom wet bar with open shelving, creating a perfect space for relaxation or lively gatherings. French doors seamlessly connect to a large bluestone patio, extending the living space outdoors and offering a perfect setting for indoor-outdoor enjoyment.

52 Garibaldi Ln, New Canaan

99 Hickok Rd, New Canaan
$3,475,000
4 Beds ⋅ 5 Baths ⋅ 24174429 MLS
99 Hickok Road is a beautifully updated and meticulously maintained Dutch Colonial set on stunning landscaped property with exceptional privacy and outdoor living. Thoughtfully improved over the years, the home blends timeless elegance with modern comfort and functionality. Designed for both everyday living and entertaining, the home features gracious formal and informal spaces, a paneled first-floor office, updated kitchen with premium appliances, first-floor ensuite bedroom, new HVAC, whole-house generator, and smart-home/Sonos integration. The flexible second floor includes a spacious primary suite with sitting area and walk-in closet, two bedrooms with Jack-and-Jill bath, a large bonus/media room, and an additional flexible room ideal as a second office or potential fifth bedroom. A newly added full bath and second-floor laundry enhance convenience and versatility. Outdoor spaces feature bluestone patios and walkways, Belgian block detailing, mature landscaping, irrigation, lighting, and a newly paved driveway-creating a private, resort-like setting perfect for both relaxation and entertaining. Exceptionally cared for and turnkey, this pristine home is set on one of New Canaan's picturesque tree-lined streets.

99 Hickok Rd, New Canaan

42 Kimberly Pl, New Canaan
$3,400,000
5 Beds ⋅ 5 Baths ⋅ 24186606 MLS
This is the one you've been waiting for. Perfectly blending timeless architecture with exceptional in-town convenience, this stunning five-bedroom Colonial, designed by renowned local architect Neil Hauck, is nestled on one of the area's most coveted streets. The thoughtfully designed floor plan is ideal for both everyday living and entertaining. At the heart of the home is a spectacular gourmet kitchen that flows seamlessly into the inviting family room, complete with a fireplace and dramatic oversized windows that flood the space with natural light. Step outside to your own private retreat, where a beautifully manicured lawn, mature landscaping, and a spacious stone patio create the perfect setting for outdoor dining, entertaining, or simply relaxing. The first floor offers a private guest bedroom, while the second level features four additional bedrooms, including a serene primary suite. A finished third floor provides the perfect flex space for a playroom, home office, media room, or workout area. Combining exceptional craftsmanship, an unbeatable location, and effortless in-town living, this is a rare opportunity to own a truly special home. Don't miss it!

42 Kimberly Pl, New Canaan

35 Danvers Ln, New Canaan
$3,400,000
4 Beds ⋅ 5 Baths ⋅ 24165185 MLS
An exceptional opportunity to own in the desirable South of the YMCA neighborhood featuring four bedrooms & 4 1/2 baths, this home is a perfect mix of elegance and practicality. Taken down to the studs and rebuilt in 2006 - this home has it all. From the moment you step inside, you'll be captivated by the sophisticated details, including elegant moldings and wainscoting, rich hardwood floors and sunlit living spaces. The Living room boasts a wood burning fireplace and both LR and DR feature large bay windows. The library accessed off the LR has a trey coffered ceiling and a door to the terrace. Step through to the incredible oversized family room with gas fireplace which is wide open to an updated kitchen complete with top of the line stainless steel appliances, a walk-in pantry and a huge quartzite island. The breakfast nook opens to a charming terrace with a built-in gas grill and a large pergola with retractable shades. Upstairs an incredible primary suite is accented by another gas fireplace, a gorgeously updated bath and huge walk-in closet. There is a large bonus room with vaulted ceiling and three additional bedrooms, two with walk in closets and their own bath and one with access to a hall bath. The unfinished basement is 1784 square feet and is completely dry awaiting your finishing touches! But the piece de la resistance is the over 1 acre of beautifully landscaped level yard perfect for family gatherings, or peaceful relaxation!

35 Danvers Ln, New Canaan

27 Raymond St, New Canaan
$3,350,000
6 Beds ⋅ 7 Baths ⋅ 24160505 MLS
27 Raymond St blends move-in ready, in-town convenience with scale usually found farther from town. Set on a generous private feeling .36 acres, 27 Raymond offers a flat, fenced backyard and large patio at the end of a cul-de-sac neighborhood, all mere steps from town. With five en-suite bedrooms on the second floor, including a luxurious primary suite with two walk-in closets and the sanctuary of a large spa-like bathroom, an open chef's kitchen and family room, dining room, intimate living room, private office, finished third floor, and a fully finished lower level with a sixth en-suite bedroom and separate gym, this New Canaan gem checks all the boxes for convenience and low-maintenance modern living. Complete with an oversized two-car garage, spacious mudroom, and beautifully scaled living spaces, this exceptional, like-new home is just minutes from New Canaan downtown's shops, restaurants, New Canaan's brand new library and Metro North.

27 Raymond St, New Canaan

184 Marvin Ridge Rd, New Canaan
$3,345,000
5 Beds ⋅ 6 Baths ⋅ 24128585 MLS
Perfectly situated on over two flat, beautifully usable acres, this exceptional 5 bedroom, 4 full/2 half bath home offers nearly 8,000 square feet of living space across four full levels. Located just minutes from top-rated schools, shopping, and the vibrant town center, this property combines unmatched space, convenience, and flexibility. Inside, soaring 9-foot-plus ceilings throughout create an open, airy feel, while large windows flood the home with natural light. The main living areas are generously proportioned, offering both comfort and elegance with seamless flow for everyday living and entertaining. Many recent upgrades include custom built-ins in both the private home office and the primary suite, adding tailored functionality and design. The fully finished, walk-out basement with 8.5 ft ceilings spans approximately 1,400 sf with full bath and features its own private driveway entrance - ideal for guests, extended family, or potential separate living quarters. Upstairs, a spacious walk-up attic houses a stunning 900-square-foot artist studio, offering limitless potential as a creative workspace, private office, or playroom! With five well-appointed bedrooms all on the second floor and multiple living spaces across four expansive floors, this home provides room to grow, create, and live comfortably. Rarely does a property of this scale, condition, and location come to market. If you're looking for space, privacy, and proximity to everything, you've found it!

184 Marvin Ridge Rd, New Canaan

108 Logan Rd, New Canaan
$3,325,000
6 Beds ⋅ 8 Baths ⋅ 24184790 MLS
Set on six spectacular acres in one of New Canaan's most picturesque settings, this exceptional estate offers timeless elegance, expansive living spaces, and breathtaking natural beauty. Surrounded by rolling lawns, mature trees, and serene water views, the property is a private retreat less than 10 minutes from town. Designed for both grand entertaining and comfortable everyday living, the residence features five/six bedrooms, six full baths. The gracious main level includes a formal living room, elegant dining room, soaring vaulted-ceiling family room, private office, and a stunning open-concept eat-in kitchen that serves as the heart of the home. A sun-filled four season room provides year-round enjoyment of the spectacular grounds. Two powder rooms and two laundry rooms add exceptional convenience. The second level is highlighted by a luxurious primary suite featuring dual bathrooms and abundant dressing and closet space. Four additional bedrooms and three baths provide ample accommodations, while a dramatic coffered-ceiling great room offers flexibility as a sixth upstairs bedroom, media room, or private guest suite. The finished lower level includes a spacious recreation/playroom and full bath, creating additional living and entertaining space. Outdoor living is equally impressive with multiple stone terraces overlooking a tranquil pond fed by the Mill River, providing a magical setting for relaxing, entertaining, and enjoying nature.

108 Logan Rd, New Canaan

322 Main St, New Canaan
$3,250,000
4 Beds ⋅ 5 Baths ⋅ 24170321 MLS
This distinguished Colonial, originally built in 1911, seamlessly blends timeless character with modern sophistication. Thoughtfully renovated and reimagined by renowned Country Club Homes, this HOBI Award-winning residence showcases exceptional craftsmanship, refined millwork, and today's most desirable amenities. Ideally situated in the heart of New Canaan, just moments from the train, downtown, and local conveniences, the home offers both elegance and accessibility. Architectural highlights include a striking curved wall of windows that fills the interiors with natural light, while the open floor plan provides effortless flow for everyday living and entertaining, with seamless access to inviting outdoor spaces. The second floor features a gracious primary suite along with three additional bedrooms, while the third level offers a private ensuite bedroom with sitting room and full bath-ideal for guests or extended family. Set amid beautifully landscaped grounds, the property is enhanced by terraces and outdoor fireplace, creating an exceptional setting for relaxation and gatherings. A rare offering, this home captures the perfect balance of old-world charm and modern living in a premier in-town location.

322 Main St, New Canaan

64 Douglas Rd, New Canaan
$3,240,000
4 Beds ⋅ 3 Baths ⋅ 24177453 MLS
The ONE you've been waiting for! Picture-perfect classic Colonial in the heart of one of New Canaan's CUTEST neighborhoods, steps from South School, Saxe Middle School, New Canaan High School, and the vibrant town center. Move right in and enjoy a spacious kitchen, generous living spaces, and a large, flat backyard perfect for entertaining, play, or relaxing outdoors. 4+ bedrooms, huge second-floor family room, light-filled unfinished third floor with charming dormer windows ready for expansion, and a lower level with high ceilings offering endless possibilities for future finished space. A rare opportunity to embrace the unmatched lifestyle, sense of community, and convenience that make New Canaan so special. Top-Rated Schools * Steps to Town * Expansion Potential * Flat Backyard * Coveted Location * Move-In Ready. Come see why so many families are loving New Canaan!

64 Douglas Rd, New Canaan

136 South Ave, New Canaan
$3,207,160
6 Beds ⋅ 5 Baths ⋅ 24107412 MLS
Luxury In-Town Living! Discover timeless elegance and modern ease in this beautiful, fully-renovated Colonial home, just steps from the heart of downtown New Canaan. With 6 bedrooms and 5 baths (3 full and 2 half baths) across three impeccably finished levels, this home offers the perfect blend of comfort, style, and sophistication. Renovations by SOHO Group Architectural Design, completed in 2022. The Gourmet Kitchen features an oversized quartzite island and top-tier appliances, flowing effortlessly into a welcoming family room. A grand dining room and elegant living room with charming French doors topped with transom windows, produces abundant natural light throughout. The handsome fireplace provides the ideal setting for both everyday living and memorable entertaining- infused with warmth, character, and classic appeal. Smart home, energy-efficient! +Universal EV charger. Full architectural plans available upon request. Possible pool site/back garden area, needs Town approval/permit. ***HIGHEST & BEST OFFERS BY THURSDAY, OCT 16TH 7pm

136 South Ave, New Canaan

1541 Oenoke Rdg, New Canaan
$3,200,000
5 Beds ⋅ 6 Baths ⋅ 24166609 MLS
Welcome to 1541 Oenoke Ridge, a spectacular country retreat with unparalleled privacy and natural beauty. Beyond the stately stone pillars, you are greeted by 4.5 beautifully landscaped acres including manicured gardens, a lighted tennis/sports court, a swimming pool, a 1-bedroom guest/pool house and a cozy stone fire pit. The main house blends elegance with everyday comfort. Highlights: spacious custom chef's kitchen with dining area, magnificent great room with cathedral ceiling and a paneled wood-burning fireplace, dining room with bay window and a family room with its own fireplace and French doors opening to the wrap around deck overlooking a serene and bucolic backdrop. A perfect setting for entertaining. Ideal for everyday living. Upstairs, the sun-filled primary suite offers a vaulted ceiling, dressing room and luxurious marble bath. Three more bedrooms, one en-suite, and a hall bath complete the second floor. The walk-out lower level is equipped with a kitchenette and full bath, providing flexible space for recreation, work or extended living. Overlooking the heated pool, the charming guest house is perfect for weekend guests, in-laws, a private office or a fitness studio. Whether hosting gatherings or enjoying quiet moments at home, this remarkable property offers endless possibilities. A rare opportunity not to be missed.

1541 Oenoke Rdg, New Canaan

22 Father Peters Ln, New Canaan
$3,200,000
4 Beds ⋅ 6 Baths ⋅ 24070363 MLS
A rare architectural masterpiece by John Howe, famously known as "the pencil in Frank Lloyd Wright's hand" and a key contributor to icons like Fallingwater and the Guggenheim Museum. This stunning estate, designed with the principles of organic architecture, sits on nearly 7 private acres at the end of a cul-de-sac, seamlessly integrating masterful design with nature. Spanning 7,000 sqft, the home offers luxurious living for both grand entertaining and everyday comfort. This exceptional residence showcases superior craftsmanship, impeccable attention to detail, and expansive glass walls that create a seamless indoor-outdoor connection. Recently updated with many thoughtful upgrades, the home's flexible floor plan is designed to accommodate all living arrangements while ensuring comfort and privacy. It includes an optional 5th bedroom, a pool site with potential for a pool house, a whole-house generator, and versatile spaces for modern living. Professionally landscaped and meticulously maintained, making 22 Father Peters Lane the ultimate luxurious escape where superior architecture, nature, and convenience come together in perfect harmony. Minutes from downtown New Canaan and Scott's Corner, top tiered schools, dining, shops, train, and just 42 miles from NYC. This extraordinary home is a sanctuary for all ages.

22 Father Peters Ln, New Canaan

374 Michigan Rd, New Canaan
$3,175,000
5 Beds ⋅ 5 Baths ⋅ 24154796 MLS
Privately set on 3.2 picturesque acres, this distinguished 5-bedroom, 4.5-bath residence blends classic architecture with sophisticated living in a peaceful, private setting. A double-height foyer welcomes you into sun-filled interiors with elegant architectural details and generously proportioned rooms. At the center of the home is a beautifully designed gourmet kitchen that opens to a bright breakfast room and an impressive family room with cathedral ceilings, skylights, and a fireplace. French doors lead to an expansive deck, extending the living space outdoors. Gracious formal living and dining rooms, each with a fireplace, provide refined settings for both intimate gatherings and larger-scale entertaining. The finished walk-out lower level offers exceptional flexibility with a family/bonus room, playroom, guest bedroom or fitness room, and wine cellar. Modern upgrades include a new generator, updated heating and cooling systems, and smart home automation. A three-car garage with loft space above provides additional storage or flexible use. The property features open lawn areas, a heated pool and spa, and an inviting deck for outdoor entertaining-creating a peaceful retreat for everyday living and gathering with family and friends.

374 Michigan Rd, New Canaan

160 Park St Unit 102, New Canaan
$3,100,000
3 Beds ⋅ 4 Baths ⋅ 24141519 MLS ⋅ Vue New Canaan BLDG.
Experience the epitome of luxury living in this stunning and sophisticated 3Bd/3.5Bth condo gem with thoughtfully curated custom upgrades and two private patios located in the heart of New Canaan! This stylishly appointed home offers the perfect blend of modern elegance & serene comfort, with the convenience of one floor living and wonderful amenities. The open floor plan is bathed in natural light, creating a sun-filled ambiance throughout the beautiful living spaces. The unparalleled building amenities include a variety of concierge services, 2 fitness centers, social club room, natural playscape & Zen garden, underground heated garage parking, storage and pet washing room. Entertain your guests on the rooftop terraces with outdoor kitchen, fire pits and stunning town and sunset views over Mead Park!

160 Park St Unit 102, New Canaan

148 W Hills Rd, New Canaan
$3,100,000
5 Beds ⋅ 5 Baths ⋅ 24141690 MLS
This property wins BEST-IN-CLASS with brand new renovation, perfectly situated in a prime west-side neighborhood location near New Canaan village. This turnkey home blends modern elegance & timeless charm, offering five bedrooms, four and a half bathrooms, and 3 floors of sophisticated living space on two private, park-like acres. Main floor key features: Gourmet Kitchen: New, classic-modern kitchen featuring double islands, top-tier stainless SubZero & Wolfe appliances, a walk-in pantry, an adjacent sun-filled family room with fireplace, formal dining room, living room with fireplace & access to the wrap-around slate patio. Primary Suite: A spacious addition includes a private balcony, tray backlit ceiling, sitting area, enormous walk-in closet, and a spa-like bathroom with a soaking tub. Generous Living Spaces: home office, laundry room, mudroom area and a finished basement with a fireplace, half bath and wine fridge offer expansive space for both relaxation and recreation. Exceptional Outdoor Amenities: Enjoy quiet privacy with surrounding Ct stone walls, a large slate patio, a lovely front yard pond with aerator fountain, and a level private backyard. Practical Luxury: Includes a heated/cooled three-car garage with double-height ceilings to accommodate car lifts. Prime Location: Only 6 minutes from New Canaan village amenities and the Metro North train station. This move-in-ready property offers an unparalleled lifestyle opportunity. Don't miss this opportunity.

148 W Hills Rd, New Canaan

298 Greenley Rd, New Canaan
$3,100,000
4 Beds ⋅ 4 Baths ⋅ 24126746 MLS
On picturesque Greenley Road in the heart of New Canaan, this beautifully crafted residence blends charm, comfort, and sophistication on two private acres with a sparkling heated pool. Perfectly scaled, the home offers generous spaces for entertaining while maintaining a welcoming, manageable feel. Step inside to discover elegant living areas filled with natural light, high ceilings, and thoughtful details. The vaulted breakfast area with exposed beams and arched window opens to serene views through two sets of sliding French doors. A gracious living room features a fireplace, transom window, and French doors leading to a terrace that overlooks the pool, perfect for indoor-outdoor gatherings. The formal dining room is anchored by a lovely built-in corner detail and chair rail, while the study offers a bay window and fireplace, ideal for work-from-home or quiet reading. At the heart of the home, the custom Deane kitchen is appointed with top-tier appliances: Viking cooktop, dual Dacor ovens, Sub-Zero refrigerator, Miele dishwasher, and Marvel wine refrigerator. Overlooking the breakfast area, the kitchen flows seamlessly into the family room with built-ins and French doors. Built-in speakers in the kitchen, family room, breakfast area, and dining room enhance every occasion. Upstairs, there is a luxurious primary suite and additional bedrooms and baths providing flexibility, including one with striking windows that works beautifully as a home office or guest suite.

298 Greenley Rd, New Canaan

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.