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$4,950,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24161583 MLS
Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living spaces anchored by three fireplaces. A seamless connection between the chef's kitchen and family room creates the heart of the home, designed for both everyday living and effortless entertaining. The kitchen is fully equipped with a six burner Wolf gas range, second Wolf oven, Miele dishwasher, Sub Zero refrigerator and freezer, wine cooler, beverage drawers, marble island, and double sinks. Beyond the main residence, the estate continues to impress. A separate antique guest house with full kitchen, 3 bedroom and 1-1/2 bath provides ideal accommodations for extended family or guests. The heated gunite pool and pool house, added in 1991, offer a true retreat setting, complete with a party room, kitchen, bedroom, bath, and sauna for a resort like experience. A rare opportunity to own a private New Canaan estate with exceptional grounds, flexibility of living, and proximity to town.

537 Oenoke Rdg, New Canaan
$2,495,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24169441 MLS
Updated to perfection, this classic 5-bedroom Connecticut Colonial offers over 5,500 square feet of curated living space, harmoniously positioned on a private, sought-after cul-de-sac within an enclave of 4+ acre estates. The residence unfolds with a sun-drenched brand new chef's kitchen featuring custom cabinetry, premium quartz countertops, and high-end appliances, all flowing through floor-to-ceiling glass sliders to an expansive deck and a grand family room anchored by a stately fireplace. A sophisticated main level offers a formal dining room, elegant living room, and a bespoke private office with picturesque views of the park-like grounds. Upstairs, the primary suite serves as a sanctuary with a dedicated sitting room and new spa-inspired bath, while a separate private-entry in-law suite provides a secluded fifth bedroom and sitting area for ultimate versatility. The newly finished 1,700-square-foot walk-out lower level elevates entertaining with a massive media/playroom, an additional family room, and potential for a custom wine cellar-all just minutes from the vibrant New Canaan town center, top-tier schools, and the Metro-North train.

171 Proprietors Xing, New Canaan
$18,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24173445 MLS
This charming story book French country house nestled on 2.96 acres with terraces, patios and in-ground free form pool make this home the perfect retreat. An open floorplan with many gathering areas in living room, media room, and family room make it a perfect home for both entertaining guests and enjoying private living. The home is drenched in natural sunlight from the many windows and skylights throughout. The kitchen features a butler's pantry. Step up from the kitchen to dance the night away in the "disco ball" room while the fires are blazing in the living room and media room. 3 bedrooms and 2 baths are included on the second level while the main level features a guest suite and bath. Above the two-car garage is a modern and spacious home office equipped with heat and air conditioning making the perfect work from home setup. This property is conveniently located minutes from the town of New Canaan. Whole house audiophile-grade audio system. Level-two EV charger in garage. ADT Alarm with exterior cameras. 6 zone HVAC system. High speed fiber optic internet with whole house WiFi mesh system. Option for furnished or semi-furnished. Listing ID 24173427 is for Summer rental only.

467 Laurel Rd, New Canaan
$2,695,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24157299 MLS
Come home to this newly constructed 5 bedroom farmhouse colonial within walking distance to town, parks, restaurants, and the train station. Four finished levels! Possible in house office, in-law, or nanny suite on the third floor. Thermador appliances in kitchen. Hardwood Floors throughout. Marvin Elevate Windows. Designed by award winning CAH Architecture and Design Chris Hull. Come and see!

145 River St, New Canaan
$50,000
6 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24172040 MLS
Your Private 7-Acre Summer Resort on the Silvermine River - Trade the ordinary for an extraordinary summer at 637 Valley Road, a sprawling 12,000-square-foot stone estate where "vacation mode" is the only setting. Whether you're perfecting your serve on the private tennis court, hosting legendary poolside barbecues on the bluestone patios, or winding down with s'mores at the oversized fire pit, this 7-acre park-like playground is built for sun-drenched memories. Inside, the luxury is just as effortless, featuring eight cozy fireplaces for cool riverfront evenings, a billiards room for rainy-day tournaments, and a sleek chef's kitchen ready for farm-to-table feasts. With a separate guest wing and a charming detached cottage, you'll have plenty of room to host the whole crew. Located just minutes from the Long Island Sound and the train, this is more than a rental-it's your own private country club for the season.

637 Valley Rd, New Canaan
$2,250,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24169268 MLS ⋅ Willow Walk BLDG.
Turn-key, move in ready modern townhouse located in the heart of downtown New Canaan, this home offers three floors of elegant living with the feel of a single-family residence and the convenience of low-maintenance living. The renovated open floor plan features a state of the art newer chef's kitchen, a breakfast nook, island, and a light-filled living room/dining room with a fireplace. The main floor offers a study or additional bedroom with its own fireplace and large windows. On the second floor, you will find the owner suite featuring- a renovated luxury bathroom with soaking tub, shower, 2 vanities, two walk-in fitted closets-along with two additional bedrooms, a full bath, and a laundry area. The lower level provides nearly 1,000 square feet of additional walk out living space with fireplace large recreation room and a patio. Outside, the walk-out lower level leads to a private patio and yard, offering a quiet oasis which backs up to a Bristow Park Bird Sanctuary and Mead Park. A short stroll on sidewalks to Metro North train station, shops, restaurants and the beautiful village of New Canaan.

13 Old Stamford Road Unit 13, New Canaan
$8,747,000
7 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24165330 MLS
FrogPond Estate is a modern Scandinavian masterpiece unlike anything New Canaan has ever seen - an architecturally rare achievement set on 2.25 pristine, private acres, moments from the train and village. Spanning 11,836 plus square feet of sleek, sun-drenched living space, this 7-bedroom, nine-and-a-half-bath residence is defined by its 12-foot ceilings, bespoke millwork, and designer lighting - details that elevate every room into something memorable. Four thoughtfully placed laundry rooms, multiple fireplaces, and a fully custom build throughout speak to a level of intentionality rarely found at any price point. At the heart of the main level, a gourmet kitchen with double islands anchors an open floor plan crafted for both quiet daily living and effortless large-scale entertaining. Walls of glass dissolve the boundary between inside and out, opening to covered porches and private balconies that complete the estate's serene, Scandinavian sensibility. A separate 1,190 sq. ft. guest cottage - complete with its own island and laundry - offers the perfect complement to the main residence, ideal for extended family, guests, or a private retreat. Secluded yet connected, grand yet warm - FrogPond Estate is a singular home that must be experienced to be understood.

259 Frogtown Rd, New Canaan
$1,275,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24165724 MLS
Enjoy the ease of in-town living at its finest. Ideally located just moments from restaurants, shops, library, farmer's market, movie theater, the Metro-North train and local churches. This home offers exceptional convenience with no car required. Set on a quiet cul-de-sac, the property combines peaceful surroundings with close proximity to all the amenities of town. A rare opportunity, this legal two-family residence offers outstanding flexibility, live in one unit while generating rental income from the other, or easily convert to a single-family home to suit your needs. Perfect for commuters or those seeking a weekend retreat, the home also features a sunny backyard, ideal for gardening, relaxing, or entertaining. Thoughtfully updated, the main house includes a new washer and dryer (2026), new dishwasher and hood (2025), a perimeter fence (2023), a mini-split heating and cooling system (2023), a roof installed in 2021, and a whole house water filtration system in place. The apartment has also been well maintained with a new stove (2026), new dishwasher (2025), and washer and dryer (2023). The property is serviced by public sewer and town water. Properties with this combination of location, versatility, and charm rarely come to market. Come experience all the possibilities this exceptional home has to offer.

16 Raymond St, New Canaan
$958,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24164700 MLS
Fantastic downtown location within walking distance to the town center, train station, and park. This spacious townhouse-style condo offers the comfort of no HOA needs. The updated kitchen features granite countertops, a Sub-Zero refrigerator, and a Miele dishwasher. The living and dining area opens directly to a lovely outdoor terrace and a private garden-style backyard-perfect for relaxing or entertaining. All bedrooms are located on the second floor along with a full bathroom. The finished basement provides additional living space, including a full bathroom, cedar closet, and laundry room. Enjoy the convenience of an attached one-car garage plus two additional outdoor parking spaces. Recent updates include a 2-year-old roof, freshly painted siding (2025), a new hot water heater, and a renovated second-floor bathroom (2026). Move-in ready and waiting for its new owner!

122 Summer St Unit 122, New Canaan
$35,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24163148 MLS
Escape to your perfect summer retreat in this stunning colonial home, where comfort, style, and tranquility come together seamlessly. Nestled at the end of a quiet cul-de-sac, this spacious residence offers an ideal blend of privacy and convenience. Step inside and discover generous, light-filled rooms with gleaming hardwood floors throughout. Three fireplaces create a cozy ambiance, perfect for unwinding after a day of summer fun. The home boasts fantastic common spaces for relaxing and entertaining, while the lower level features a fully equipped playroom and gym to keep everyone active and happy. Outside, you'll find a heated pool surrounded by a lush, park-like setting-your own private oasis for sun-soaked afternoons and refreshing swims. Located just moments from main roadways, this retreat offers easy access to nearby shops and restaurants while feeling worlds away from the hustle and bustle. Available as a one-month summer rental, this home promises everything you need to create lasting memories. Don't miss the chance to experience this incredible getaway!

301 Old Norwalk Rd, New Canaan
$15,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24163431 MLS
ONE OF 6 TOWNHOMES IN RENOVATED & REDESIGNED HARRISON COMMON. WALKING DISTANCE TO THE TRAIN, VILLAGE, RESTAURANTS, SCHOOLS & PARKS. 4 BEDROOM HOME INCLUDES A LARGE 1ST FLOOR MASTER W/ EN-SUITE BATH, PANELED LR W/ FP & ENTRANCE TO TERRACE, STUDY W/ FP, FORMAL DR W/ WAINSCOTING, EAT-IN KITCHEN W/ WOLF DUAL FUEL STOVE, SUBZERO REFRIG W/ ICE MAKER, ASKO DISHWASHER & MICROWAVE DRAWER. 2ND FLOOR HAS 2ND MASTER W/ ENSUITE BATH & WALK-IN CLOSET & 2 BEDROOMS, FULL BATH & LAUNDRY. LOWER LEVEL IS CARPETED FAMILY ROOM W/ 1/2 BATH & STORAGE. ATTACHED GARAGE W/ 2 ASSIGNED PARKING SPACES, ENERGY EFFICIENT LED LIGHTING, 3 ZONE GAS FURNACE W/ HUMIDITY CONTROL, CENTRAL AC & ON DEMAND GAS HOT WATER HEATER. UNIQUELY DESIGNED TO PROVIDE THE BENEFITS OF NATURAL GAS.

136 Harrison Ave, New Canaan
$7,250,000
6 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24156735 MLS
119 Proprietors Crossing is an entertainer's dream, featuring stunning architecture by James E. Gearity. Nestled on four private acres, this six-bedroom estate blends timeless elegance with modern luxury. A private drive leads to an elegant fountain, setting an unforgettable tone. Inside, a soaring foyer showcases a dramatic Baccarat chandelier and seven fireplaces, enhancing the warm atmosphere. Spacious entertaining areas flow seamlessly to a tranquil terrace. The heart of the home includes a chef's kitchen that opens to a Great Room with a remarkable 35.5 foot vaulted ceiling, centered around a large quartz island with integrated audio. A formal dining room beneath another Baccarat chandelier sets the stage for memorable gatherings. The West wing hosts the primary suite, featuring a cozy retreat and a study with a hidden staircase leading to a gym and an 800-square-foot dressing room. An adjacent Junior Primary Suite has its own entrance and living area. Upstairs, four additional bedrooms include two ensuite and two with a jack-and-jill bath. The finished lower level boasts a media room, fitness center, and wine cellar. Outdoors, curated grounds offer a dining pavilion, outdoor kitchen, and a newly constructed pool and spa, with space for a tennis/pickle-ball court. Engineered for efficiency, the estate features commercial-grade systems, radiant heat, and a rare Welsh slate roof. A four-car garage and an elevator service complete this exceptional offering.

119 Proprietors Xing, New Canaan
$6,850
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24156689 MLS
Delightfully renovated cape located centrally in New Canaan. Features a new kitchen equipped with granite countertops and stainless steel appliances, well-lit living room complete with built-ins and a fireplace. The ground floor hosts a master bedroom with an en suite bathroom, along with an additional room that can serve as a den, study, or second bedroom. Upstairs, there are two spacious, versatile rooms. The lower level includes extra storage and another full bathroom. The expansive front and side yard ensures a private, serene setting. Walk, bike, stroll or jog this quiet, yet minutes to town neighborhood. Located conveniently to Merrit Parkway (1-2 min). Downtown New Canaan (5 min). Walk to Talmadge train station and be in NYC in 1 hour and 15 minutes. School bus pickup/drop off in front of the house. Cats ok, dog on a case-by-case consideration, 2 year lease preferred. Tenant responsible for all utilities, weeding, snow removal, trash, maintains grass, fall and spring clean-up, rental insurance and liability insurance. Good credit a must. No Co-signers or Guarantors. Available on April 8, 2026. Credit check required. Lease and addendum to lease must be signed. Owner/Broker $14,200 security required with lease signing.

37 Weed St, New Canaan
$5,500,000
5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24147148 MLS
67 Carter Street - Exceptional Modern Estate Experience unrivaled luxury at this extraordinary 2.5-acre sanctuary in New Canaan. Encompassing nearly 7,300 sq ft above grade and an additional 2,000 sq ft in the lower level with soaring 10-foot ceilings, this architectural masterpiece offers a refined and expansive living experience. A chef's gourmet kitchen anchors the home, complemented by five luxurious bedrooms and seven designer bathrooms. The spectacular primary suite spans over 1,000 sq ft, featuring a spa-level bath reminiscent of a five-star resort. The third-floor office and library boast panoramic views, while striking fireplaces and fluid indoor-outdoor transitions elevate every room. The lower level doubles as a wellness retreat with space for a private gym and spa. An additional 2,000 sq ft of outbuildings opens the door to creative or recreational possibilities, whether studio, guest space, or workshop. Set high above neighboring homes, the estate commands sweeping treetop views and absolute seclusion. Despite its private feel, it remains conveniently close to New Canaan's premier shopping, dining, and schools. Enjoy a New England arboretum atmosphere with walking trails, a tranquil koi pond, and multiple entertaining terraces across all levels-perfect for hosting or relaxation. This is more than a home-it's a one-of-a-kind estate where Gold Coast elegance meets modern sophistication. Designed for those who expect nothing less than perfection.

67 Carter St, New Canaan
$4,200,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24116481 MLS
A Historic Masterpiece, Reimagined for Modern Living Originally crafted in 1931 by renowned architect Frazier Forman Peters, this iconic stone residence has been completely reinvented-expanded, redesigned, and redefined for today's luxury lifestyle. The newly completed home now offers over 9,000 square feet of exquisite living space with 6 bedrooms, 7.5 baths, and every modern comfort imaginable, all while preserving the timeless character of its hand-cut fieldstone construction. Inside, soaring ceilings, a dramatic double staircase, and elegant living and dining spaces create a perfect blend of grandeur and warmth. Five fireplaces anchor inviting gathering areas, while French doors lead to light-filled suites and sweeping terraces overlooking the serene landscape. From its architectural heritage to its meticulous, top-to-bottom reinvention, this residence stands as a true work of art-a rare fusion of history, craftsmanship, and modern sophistication-just minutes from downtown New Canaan. SQ FT REFLECTS TO BE BUILT RENDERINGS 9000 SQ FT+-

760 Valley Rd, New Canaan
$2,495,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24136291 MLS
Behind the gates of the once star-studded estate lies a rare opportunity to create a legacy property in one of New Canaan's most peaceful and desirable settings. Part of the former storied estate once associated with famous actors, musicians, and industrialists, the property carries a sense of history and character rarely found in today's land offerings. Set on over four flat acres with mature trees, this unique property offers an increasingly rare combination of privacy and beauty minutes from downtown New Canaan, NYC train service, and walkable to nearby Clubs. The land itself is the true standout: level, framed by large mature trees, creating an ideal canvas for a homesite that has been approved for a six-bedroom septic system. Electric utility infrastructure has been installed, significantly shortening the path toward development. An added perk is a Nature walking trail through recently restored acre of improved wetlands Unlike a typical land offering, buyers have the opportunity to collaborate with an experienced builder/design team to help streamline the process. Options may include building a fully custom residence or working from thoughtfully developed architectural concepts tailored specifically for the property and setting. Part of a limited collection of estate homesites that will ultimately define one of New Canaan's most compelling settings.

48 Brookwood Ln, New Canaan
$2,495,000
ACTIVE Status ⋅ 24136296 MLS
Build your home in one of New Canaan's most desirable and picturesque settings. Set on over two acres of gently rolling land with mature trees and exceptional privacy, this special homesite is just minutes from town, train to NYC, and walkable to the Country Club of New Canaan. Part of the former star-studded estate on Brookwood Lane, the property is located along a bucolic and quiet dead-end lane that epitomizes tranquility and convenience. Unlike a typical land offering, buyers have the opportunity to collaborate with an experienced builder/design team to help streamline the process. Options may include building a fully custom residence or working from thoughtfully developed architectural concepts tailored specifically for the property and setting. Part of a limited collection of estate homesites that will ultimately define one of New Canaan's most compelling settings. Select homes and additional offerings within this Brookwood Lane development will be introduced over time, creating a cohesive and highly curated residential setting. The homesite has already been approved for a six-bedroom septic system, and electric utility infrastructure has been installed, providing an increasingly rare level of readiness and reducing uncertainty for future development. An open canvas in a rarely available ultimate location.

122 Brookwood Ln, New Canaan
$1,625,000
ACTIVE Status ⋅ 170006083 MLS
Beautiful 2 acre lot with meadow and gently flowing stream. Close to town on West Side location. Access to property from Welles Lane.

470 Frogtown Rd Unit Lot 2, New Canaan
$1,625,000
ACTIVE Status ⋅ 170006077 MLS
Beautiful 2 acre lot with meadow and gently flowing stream. Close to town on West Side location.

470 Frogtown Rd Unit Lot 1, New Canaan
$6,595,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24124919 MLS
Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and sun-drenched spaces throughout. Spanning over 11,000 square feet, with an additional 4,000SF+ lower level, with 6 bedrooms, 7.2 baths on 4.7 acres with room to add a custom pool, step inside to discover a seamless blend of ultimate privacy and modern luxuries throughout 4 finished levels. Immerse yourself in the serenity just 5 minutes to downtown New Canaan and an hour to NYC, where luxury and tranquility converge in perfect harmony.

62 Summersweet Ln, New Canaan
$1,800,000
ACTIVE Status ⋅ 24027437 MLS
Wonderful Opportunity To Build Your Dream Home On This Prime, level 2 Acre Lot With An Approved Five Bedroom Septic. Maps Are Available for review.

30l Huckleberry Hill Rd, New Canaan
$1,699,000
ACTIVE Status ⋅ 24027418 MLS
Breathtaking waterfront acreage. High flat land w/ meadow, pond, stone walls.

533l N Wilton Rd, New Canaan
$25,500,000
9 Beds ⋅ 14 Baths ⋅ ACTIVE Status ⋅ 24103956 MLS
Clark House, a legacy property with extraordinary provenance, was re-imagined by design legends Delphine and Reed Krakoff, adding their imprimatur of spare modern elegance. Reminiscent of a French hunting lodge and built like a fortress from steel and concrete in 1937, the property was purchased as a country residence by copper heiress Huguette Clark, and remained unoccupied and untouched until a 2014 transformation. The volume of the rooms, soaring ceilings, proportion of the windows and quality of light create a sense of serenity and openness. Stately yet modern, this is a house that can be lived in with comfort and ease. Adjacent to the dining room gallery is a walled garden with a custom pavilion for entertaining. The 52 acres were transformed in collaboration with noted landscape architect Perry Guillot into a private park with a dramatic meandering approach, a great lawn, and woodland trails amongst streams and waterfalls. A 60 x 22 pool and tennis court were also added. At the discrete entrance to the property are twin cottages; a caretaker residence and a gym. Privacy and proximity to NYC and airports along with this caliber of property make this a world class offering and a rarity by any standards.

104 Dans Hwy, New Canaan
$2,750,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24126532 MLS
Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering unmatched privacy and a sense of retreat. The main level features an effortless open flow with a primary suite, living room, dining room with a see-through fireplace, office/study, powder room, and expansive sliding doors that connect seamlessly to the wraparound deck. The fully finished, walk-out lower level offers four additional bedrooms, two full bathrooms, a dedicated laundry room, and storage. This rare architectural gem is not just a home, but an experience in design, nature, and modern living.

44 Benedict Hill Rd, New Canaan
$1,850,000
ACTIVE Status ⋅ 24027421 MLS
Beautiful flat waterfront acreage - never developed, with magnificent reservoir views. Access to property provided by right of way from 469 North Wilton Road, access road is unpaved but roughed in and visible.

531l N Wilton Rd, New Canaan

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