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$8,995,000
5 Beds 6 Baths ACTIVE Status 24201619 MLS
Hidden behind gates and surrounded by 5.5 acres of pristine, rolling lawns, this extraordinary stone manor estate is a masterclass in old-world craftsmanship and cutting-edge modern innovation. Anchored by a separately deeded 2 acre lot with a guest house, the property presents rare flexibility and long-term value, perfectly suited for multi-generational living, guests, or future expansion. Originally constructed in 1927, the residence has been comprehensively reimagined and renovated from the inside out, preserving its architectural integrity while delivering a fully modernized, high-tech smart home experience. With all new systems, infrastructure, and finishes including new HVAC, electrical, plumbing, septic, irrigation, generator, propane tank, fencing, landscaping and all new mechanicals offering the confidence of new construction wrapped in timeless stone. Inside, over 7,000 square feet of refined living space unfolds with remarkable craftsmanship. Radiant heated floors span the first level, complemented by hand-selected reclaimed pumpkin wood, and museum-quality lighting throughout. The heart of the home is a striking new kitchen with soaring ceilings, custom concrete countertops, a bespoke island, and hand-selected bleu chinois tilework that adds depth and character throughout the first floor. Designed to entertain and inspire, the home also features an 800+ bottle wine cellar, a private fitness and training studio, and a beautifully appointed home office/library

78 & 92 Pastures Ln, New Canaan

$1,999,000
4 Beds 3 Baths ACTIVE Status 24203160 MLS
A Frazier Peters masterpiece awaits its next steward on a private two-acre sanctuary in New Canaan. Enchanting stone steps lead the way to this magical home, where a great room with a soaring cathedral ceiling and large wood burning fireplace anchors the residence - flanked on one side by effortless entertaining spaces including a gourmet kitchen, formal dining room, and wet bar, as well as the private primary suite, and on the other by three additional bedrooms, a dedicated office, and two full baths. A sunroom bathes the home in natural light, offering a serene retreat to take in the lush, private grounds. Full of timeless character, architectural provenance, and enduring construction quality, this rare offering is ripe for re-imagination by someone ready to put their own stamp on something truly special.

Gravel Island Road, New Canaan

$11,500
4 Beds 2 Baths ACTIVE Status 24202954 MLS
Redesigned for elevated living, this fully renovated 4-bedroom home combines open-concept style with seamless functional flow, offering near single-level living on a private, scenic lot. An inviting entry opens into an informal living room with a cozy fireplace, a high-impact great room featuring soaring cathedral ceilings, stylish beams, and French doors that flood the space with natural light. At the heart of the home, the chef's kitchen boasts exceptional counter space, professional-grade appliances, and a massive center island with seating for effortless entertaining or ease of everyday living. The main living space opens to a private wrap-around back porch with built-in corner seating & planters, perfect for outdoor relaxation overlooking the tranquil, tree-lined yard with an area for a garden.A separate wing houses the private primary suite-a serene retreat styled with shiplap walls, vaulted ceilings, large picture window, and spa-inspired bath complete with dual sinks, a freestanding soaking tub, a custom marble shower, and skylights. Three additional light-filled bedrooms and a full bath provide comfortable accommodations for guests or family.Complete with an attached 2-car garage, lower level flexible space and laundry, storage shed, and a lush, rolling lawn.This turnkey residence offers easy living just minutes from everyday conveniences, award-winning New Canaan schools, the Nature Center, Waveny Park, designer boutiques, NYC-inspired dining & the Metro North train

99 Weed St, New Canaan

$3,495,000
3 Beds 5 Baths ACTIVE Status 24200998 MLS
This luxury custom designed home in a private country setting offers maximum privacy and comfortable living. The main level offers single floor living featuring a private primary suite with dressing room, full bath and French doors to a full screened porch with fireplace. The living room under a cathedral ceiling with fireplace and its own terrace access. An eat in kitchen with bay windows, breakfast nook, granite counters, Sub-Zero and Wolf range, powder room. A private office with bay windows. Laundry off a stone floored mudroom with built ins. Upstairs, a loft family room under a vaulted ceiling. Additional 2nd floor space includes a bedroom with full bath, and recreation room with adjoining bedroom and full bath that functions as a self-contained guest suite. The lower level adds a media room with wet bar, built ins and half bath, plus a second recreation room. Each room thoughtfully designed without compromise. Geothermal heating and cooling, whole house generator, noise reduction windows, cedar siding, stone exterior, wood shingle roof, three car attached heated garage and two fireplaces set the stage for effortless living.

700 N Wilton Rd, New Canaan

$5,475,000
5 Beds 7 Baths ACTIVE Status 24200392 MLS
Set in the coveted Silvermine area of New Canaan, 102 Silver Ridge Road presents a newly built residence where sophisticated design, exceptional scale, and effortless modern living come together. A light-filled two-story family room creates a dramatic yet inviting centerpiece. Thoughtfully designed for today's lifestyle, the home features a gourmet kitchen, two dedicated office locations, luxurious primary suite, two laundry areas and much more. Generous living spaces, abundant natural light, and refined finishes provide an exceptional setting for both everyday living and entertaining. Ideally positioned in one of New Canaan's neighborhoods where the kids can still ride their bikes until the streetlights come on. The property offers a wonderful balance of privacy and convenience. Easy access to New Canaan's acclaimed schools, vibrant downtown shopping and dining, train station, Waveny Park and an array of scenic trails and open spaces. A rare opportunity to to find a new luxury home in the sought-after Silvermine community, just minutes from the best of New Canaan.

102 Silver Ridge Rd, New Canaan

$6,750
4 Beds 2 Baths ACTIVE Status 24197645 MLS
Experience refined living in this beautifully renovated townhouse-style condominium, ideally situated in the heart of New Canaan. Offering four bedrooms, two full bathrooms, and a finished third floor, this exceptional residence combines timeless elegance with modern comfort and effortless functionality. The thoughtfully updated interior features a designer-inspired kitchen with elegant quartz countertops conviniently opens to an expansive deck. Beautifully renovated bathrooms, pristine hardwood floors, and an abundance of natural light throughout. The spacious and versatile layout provides plenty of room for both everyday living and entertaining. The first floor offers a private bedroom and full bathroom, perfect for guests, a home office, or flexible living arrangements. The finished third floor provides additional space that can be tailored to your lifestyle. Ideally located just moments from New Canaan's brand-new library, charming downtown, acclaimed restaurants and shops, and the train station, this home offers the rare combination of sophisticated living and unparalleled convenience. Plenty of parking space. A truly exceptional opportunity to enjoy the best of New Canaan living. Qualified tenants only. Good credit, verifiable income, and strong references required. Two months' security deposit and one month's rent in advance required.

123 East Ave, New Canaan

$3,500
2 Beds 1 Baths ACTIVE Status 24196874 MLS
Amazing opportunity to live in the heart of New Canaan! This charming two-bedroom apartment offers a wonderful combination of comfort, character, and convenience. The inviting living room features a handsome wood-burning fireplace, while the well-appointed kitchen includes a built-in washer and dryer. Two bright bedrooms and a full bath complete the home. New energy-efficient propane heating adds to the comfort and efficiency. Enjoy the charming grounds, including a delightful private yard and garden setting-an appealing outdoor retreat rarely found so close to town. Ideally located within easy walking distance to New Canaan's vibrant downtown, with its exceptional restaurants, boutique shopping, parks, library, cultural attractions, and Metro-North train station with direct service to Grand Central Terminal. A wonderful opportunity to enjoy all that New Canaan has to offer in a highly desirable in-town location. There is also an adjoining garage available for rent for an additional $250 month.

19 Urban St, New Canaan

$6,000
2 Beds 3 Baths ACTIVE Status 24194470 MLS
Charming Cape Cod Retreat on 6 Private Wooded Acres Tucked away on six secluded acres of lush woods with a picturesque pond, this charming Cape Cod-style home offers the perfect blend of privacy and convenience. Located on prestigious Smith Ridge Road in New Canaan, you're just minutes from the Village, Irwin Park, Waveny Park, and the Merritt Parkway. Enjoy serene strolls along a scenic path bordered by historic stone walls that lead to your very own peaceful pond - a perfect escape from the everyday. This delightful home features two spacious bedrooms, three full baths, a home office or study, a cozy family room, a welcoming living room, and a bright eat-in kitchen. An attached garage, ample attic and storage space provide practical living, while a large back patio invites outdoor entertaining and special moments with friends and family. Live the exceptional New Canaan lifestyle, known for its vibrant community and top-rated schools. Note: A one-time, non-refundable pet fee of $250 applies. Restrictions on large dogs may apply. Please note photos show prior occupants' belongings.

792 Smith Ridge Rd, New Canaan

$1,395,000
3 Beds 3 Baths ACTIVE Status 24193137 MLS Canaan Close BLDG.
Welcome to a Garden Paradise. Canaan Close is admired as the most beautifully landscaped Townhouse complex in New Canaan. With views and the "music" of the 5 mile river, heated pool retreat, fountain gardens and even a meandering River Walk, this is indeed one of New Canaan's most sought-after communities. This sophisticated 3 bedroom 3 bath end unit is bathed in sunlight and lives like a single family home. Entertaining and relaxing is a delight in your large light-filled living room and doors opening to your private balcony. What a better way to enjoy your coffee & croissants with views of the 5 mile river! Dine in your sophisticated dining room with crown molding or in your updated Decorator kitchen with a charming window seat and table. Your first floor spacious sitting room is also a first floor bedroom with bath. Great feature for family or guests! Upstairs there is an impressive balcony with dining and seating areas, two additional bedrooms -a beautiful Primary bedroom with large closets and updated bath. The lower level has a large family room and reading alcove, both opening to a lovely patio surrounded by lush gardens. Enjoy a short stroll to New Canaan's vibrant village center with its fine & fun restaurants, boutique shopping, library, parks, and train station. New Canaan's award winning schools are each close by. Canaan Close is a treasure in the Heart of New Canaan

289 New Norwalk Rd Unit 23, New Canaan

$2,850,000
5 Beds 5 Baths ACTIVE Status 24193634 MLS
Nestled at the end of a private lane off sought after Smith Ridge Road, this enchanting 1924 Cape exudes timeless elegance and undeniable charm. Set on 2.2 lush, flat acres, the property offers a serene retreat with expansive grounds ideal for relaxation and hosting. The chef's kitchen features top tier appliances and quartz countertops that balance beauty with functionality, and it opens seamlessly into the family room for effortless everyday living. The spacious living room showcases French doors that lead to a breathtaking park-like setting with a built-in outdoor grill and stone fireplace. The first-floor primary suite is approached through a cozy sitting room with a fireplace, creating an intimate and inviting entry. Four beautifully finished bedrooms complete the home, each crafted with thoughtful detail and classic appeal. The expansive bonus room above the garage-complete with a full bathroom and steam shower-offers exceptional versatility, perfect for a home gym, recreation room, private office, or guest suite. Brand new septic system!

758 Smith Ridge Rd, New Canaan

$2,950,000
5 Beds 6 Baths ACTIVE Status 24193553 MLS
Come see this spectacular colonial farmhouse as seen in publications such as Connecticut Cottages & Gardens, Country Living, Architectural Digest along with numerous catalogues, books, and advertising campaigns this bucolic and exquisitely designed 5 bedroom, 5.5 bath is not to be missed. Design by a renowned kitchen and bath designer as her personal house and then elevated by a leader in the home industry, this house provides a seamless floor plan. A large bonus space above the garage is illuminated year round by natural light making it the perfect family hangout in the cooler months and a professionally designed garden and fountain provide for exquisite 3 season outdoor living and entertaining space. The basement yields an additional space and a full bath for an effective au pair or in-law suite. Custom high-end window treatments throughout that are also motorized in the bedrooms, combine with perfectly selected light-fixtures to further enhance the home. This house is tucked into the side of Cross Ridge Road providing the feeling of privacy all while maintaining that neighborhood feel. Schedule your tour today as this one will not last long.

215 Cross Ridge Rd, New Canaan

$3,000,000
3 Beds 3 Baths ACTIVE Status 24192583 MLS
Presenting the historic Landis Gores House, an architectural masterpiece epitomizing post-WWII Modernism. Designed in 1946 by Harvard Five architect Landis Gores for his own family, it stands proudly as one of New Canaan's first Modern homes. Gores was at that time working in association with Philip Johnson. He set his own home on a narrow granite ridge astride a majestic 4-acre wooded lot; the residence brilliantly leavens the glass-walled austerity of the International Style with the natural warmth of Wrightian organic architecture.The 130-foot long, single-story form is defined by sweeping horizontal planes, full-height plate glass walls, grey-stained cypress siding, and by natural stone fireplaces, walls and terracing. Its informal, open plan is divided into three distinct pavilions, anchored by the dramatic central living and dining area featuring a raised roof and tall ceilings. Original exterior lighting design by Richard Kelly enhances the seamless integration between the avant-garde interior and its environment. An expansive rear terrace, added by Gores himself in the 1980s, features circular seating areas and an elegant oval swimming pool.Listed on the National Register of Historic Places in 2002 and held by the Gores family since its inception. The Gores family granted a perpetual preservation easement to the National Trust for Historic Preservation. This iconic property offers a once-in-a-lifetime opportunity to own a foundational piece of architectural history

192 Cross Ridge Rd, New Canaan

$1,795,000
3 Beds 3 Baths ACTIVE Status 24192934 MLS
Silvermine, one of New Canaan's highly desired neighborhoods. Embrace the unique lifestyle of this historic area. The location is a short walk to the Silvermine Arts Center and the Inn at Gray Barns offering fine dining along w/ a coffee shop while enjoying the views of the Silvermine River. This sophisticated turn-key ready home offers one floor living at its best. The home welcomes you w/ an open, sun-drenched floor plan designed for entertaining, highlighted by fine millwork, architectural details, & gleaming hardwood floors. Cooking & hosting are a true delight in the bright, airy kitchen, featuring modern appliances & flows into a large, sunlit family room. From there, a single step leads to a private patio perfect for outdoor dining & the lush level backyard. The sleeping wing designed for privacy, w/ the primary suite along w/ 2 additional bedrooms & a full hall bath. The finished bright walkout lower level adds approximately 1,400 sf of versatile space w/ a half bath, making it ideal for a possible in-law suite & still w/ room for an office, gym & playroom. Many recent updates provide peace of mind, which partly include newer windows, newer roof, a freshly paved driveway, & a crisp color palette both inside & out. The outdoors is a private retreat, beautifully landscaped & enhanced by a new stone entry, a rear stone terrace, & w/ ample room for a pool. Residents will love the easy living lifestyle all just minutes away from downtown shopping, dining, & commuter routes

76 Comstock Hill Rd, New Canaan

$7,499,000
6 Beds 10 Baths ACTIVE Status 24184383 MLS
NEW CONSTRUCTION - Set on a quiet cul-de-sac just minutes from the heart of New Canaan, this custom-built estate by renowned builder V&A Construction reflects the superior craftsmanship, attention to detail and refined finishes for which the company is known. Currently in the final stages of construction, the home is designed for both everyday living and effortless entertaining. A gracious floor plan features ceilings exceeding 10 feet, two staircases, an elevator serving multiple floors, six spacious ensuite bedrooms, 10 bathrooms, two laundry rooms, imported European windows and doors, wide-plank white oak floors throughout and a Brava premium composite slate roof. At the center of the home is a spectacular chef's kitchen appointed with Sub-Zero and Wolf appliances, dual dishwashers, custom cabinetry and a large island. The space opens seamlessly to the family room, formal living and dining rooms, a grand private office and outdoor living areas. The private backyard is designed for resort-style living with a 20' x 50' heated Gunite pool featuring a sun shelf and integrated spa, a well-equipped outdoor kitchen, covered porch, expansive patios and professionally designed landscaping framed by mature plantings.

46 Norholt Dr, New Canaan

$1,795,000
5 Beds 3 Baths ACTIVE Status 24179698 MLS
JUST REDUCED-AMAZING PRICE. Exceptional investment opportunity in the heart of New Canaan. This fully leased, income-producing 3-family property offers immediate cash flow and long-term value in one of Fairfield County's most desirable communities. Generating $9000+ per month in rental income, the property is meticulously maintained and features 3 well appointed residences, each with in-unit laundry, garage and functional layouts that attract quality tenants. A rare offering, the property incls 6 garage spaces-4 attached to the main residence plus a detached 2-car garage with loft storage-providing additional rental potential, storage, or future flexibility. The charming grounds feature a delightful garden setting, creating an appealing environment for residents. Ideally located within walking distance to New Canaan's vibrant downtown, residents enjoy easy access to fine dining, boutique shopping, parks, cultural attractions, and the Metro-North train with direct service to Grand Central Terminal. Consistently recognized for its top-rated schools, picturesque New England character, and exceptional quality of life, New Canaan remains one of Connecticut's most sought-after residential destinations. Whether expanding an investment portfolio or seeking a multi-generational living opportunity with strong income potential, this turnkey property presents a rare chance to own a premier multi-family asset in an exceptional location. This is a rare opportunity for a savvy purchaser

19 Urban St, 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

$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

$2,750,000
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

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