84 Parade Hill Road is a great entry point into New Canaan and ideal for downsizing. The condo offers all the conveniences of living in close proximity to the village of New Canaan with easy access to exceptional amenities including: shopping, restaurants, New Canaan Nature Center, Library & Metro North Train Service to NYC. The main floor offers an open floor plan for living room, kitchen and dining room and half bath with access through sliders to a rear deck to enjoy your morning coffee. Three bedrooms and a full bath complete the upstairs. The partially finished heated lower level offers a playroom/rec. room with laundry in storage area. The backyard includes a raised bed for a garden. Confirm all listing information provided with town.
A gated entry introduces this stunning Federal-style Colonial, privately set on just over 2-acres. Bathed in natural light, the home is defined by floor-to-ceiling windows, French doors, and skylights that illuminate every space. The flow is exceptional, designed for elegant entertaining and comfortable daily living. A gracious 23-ft foyer leads to a dramatic living room featuring a fireplace, cathedral ceiling, and a striking wall of windows overlooking the gardens. The formal dining room easily accommodates 12 guests. The kitchen and family room combination offers a vaulted ceiling, oversized windows, French doors, and custom cabinetry. A large central island provides ample seating, a built-in banquette and additional gathering space. The primary suite is a private retreat featuring a beautiful marble bath with double vanities, a soaking tub, and a spacious shower. Upstairs, 3 additional bedrooms include one en-suite, along with a hall bath. The 3rd level presents a large unfinished attic, offering excellent potential for a bonus space. The property is truly bucolic, with mature plantings, curated garden areas, and expansive lawns. Outdoor living is enhanced by 2 stone terraces, a pickleball court, and a new heated Gunite pool with a sun shelf, surrounded by an expansive slate patio. Additional features include a generator and storage sheds. Located just 3 miles from downtown New Canaan & Award-Winning Schools, privacy and convenience.
Enchanting Private Country Estate offering classic design and exceptional lifestyle flexibility. Privately set at the end of a country lane among prestigious estates on one of New Canaan's premier streets, this property delivers rare seclusion just minutes from town and train and acclaimed award-winning schools. Recently refreshed throughout, the home features a spacious primary suite with vaulted ceilings and a Juliette balcony overlooking beautifully landscaped grounds with multiple patios, a pool with waterfall spa, and mature perennial plantings. The suite is complemented by a spa-like bath and an expansive walk-in dressing room. Four additional bedrooms include a first-floor guest suite or flexible office. The gourmet kitchen is appointed with high-end appliances and opens to a bright, airy layout with seamless access to the patio-ideal for entertaining. An oversized family room with a fieldstone fireplace and French doors enhances the indoor-outdoor flow, while a large library/playroom with built-ins adds versatility to the main level. The lower level provides a relaxed recreation space, perfect for a game of pool. The expansive grounds also feature a large yard with a playground and ample open space for recreation and outdoor enjoyment. Surrounded by serene, private landscaping, this home offers a true sense of tranquility. A rare offering combining an ideal layout with every modern amenity-completely move-in ready.
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.
Private yet moments from town, this exceptional five-bedroom Contemporary Craftsman is a masterclass in workmanship, scale, and thoughtful design. A first-floor primary suite and four additional bedrooms offer flexibility for modern living, while exquisite millwork, refined architectural detail, and open floor plan create spaces equally suited to everyday comfort, working from home, recreation, and entertaining. A gourmet kitchen with high-end appliances and large pantry will please discerning cooks, while a breakfast bar and large dining room allows for easy socializing. A spectacular deck serves as a true extension of the home, complete with an outdoor kitchen, gracious dining and lounge areas, and a charming bridge crossing a peaceful stretch of the Five Mile River, leading to a golf chipping area and small, lovely yard. Additional features include soaring ceilings in the main living area, a two-story foyer, bonus room with deck overlooking the putting green, with bar, wine storage and a half bathroom. The third level offers a private office, a kitchenette, ample storage and fifth bedroom and an en-suite full bath lending the space to flexible use - sunlit gym, guest room, whatever suits. One mile from restaurants, shops and Metro-North, 107 Parade Hill offers the convenience of living close to town and the ease of low-maintenance living.
Welcome to Gramercy Park! Exquisite, boutique enclave of ten luxury residences nestled in the heart of sought-after New Canaan, CT. Private and pristine, Unit 302 offers turn-key living, complete with elevator access & in-unit washer/dryer. This 3 bedroom, 3.1 bath residence features 2,417 sq. ft. of carefully crafted living space centered around a chef kitchen with top-of-the-line SubZero/Wolf appliances, custom cabinetry & marble countertops, with seamless flow into an elegant main living/dining area. Light & bright primary bedroom with spa-like full bath w/marble finishes & generously-sized walk-in closet; 2nd Main Floor Bedroom and Den. Upstairs, 3rd bedroom & Family Room, open to below. A stunning, oversized covered balcony overlooking the serene & tastefully landscaped community garden for year-round outdoor enjoyment, 2 dedicated parking spaces (one covered), ample guest parking and complimentary use of the community clubhouse with outdoor kitchen, seating area and fitness center w/TV & Internet access complete the package. Offering secure entry and 24-hour package room for added peace of mind, Gramercy Park is a modern sanctuary brimming with charm, steps from exceptional dining, bespoke retail shops, parks, and vibrant local events -- all one hour from Manhattan.
Tucked away in the heart of town yet offering remarkable privacy, this rare standalone 3-bedroom condo lives like a single-family home - just steps from New Canaan's shops, restaurants, and train. Built in 2007 and offering approximately 2,579 square feet across four finished levels, the home features elegant custom moldings and millwork, French doors, and beautifully scaled living spaces. The finished third floor and lower level provide exceptional flexibility for office, guest, fitness, or media use. With three full baths and one half bath, the turnkey interior opens to a covered stone patio with a retractable awning and a small private yard perfect for outdoor entertaining. A rare in-town offering for exceptional living!
A rare opportunity to live in a granite and limestone estate of historic significance, just moments from the heart of downtown New Canaan. Set on three beautifully landscaped acres, Stepping Stones is a distinguished residence of only eight bespoke condominiums, showcasing exceptional period craftsmanship including soaring ceilings, European millwork, and Hope steel windows. This turnkey residence spans two floors and blends timeless architecture with refined updates. Highlights include antique plank floors, a custom Deane kitchen and a gracious south-facing living room with wood-burning fireplace. A recently finished all-season conservatory opens to an expansive private stone terrace, ideal for year-round dining and entertaining. The second floor offers two spacious en-suite bedrooms, including a primary suite with fireplace, dressing area, and generous closets. The third bedroom has been thoughtfully redesigned as a beautiful office. Additional features include in-unit laundry and private storage within the building. Enjoy estate-like grounds with the ease of a professionally managed property, all just minutes to the train, village center, Irwin Park, library, shops, and restaurants. A truly special in-town New Canaan offering.
Tucked away in the heart of town yet offering remarkable privacy, this rare standalone 3-bedroom condo lives like a single-family home - just steps from New Canaan's shops, restaurants, and train. Built in 2007 and offering approximately 2,579 square feet across four finished levels, the home features elegant custom moldings and millwork, French doors, and beautifully scaled living spaces. The finished third floor and lower level provide exceptional flexibility for office, guest, fitness, or media use. With three full baths and one half bath, the turnkey interior opens to a covered stone patio with a retractable awning and a small private yard perfect for outdoor entertaining. A rare in-town offering for exceptional living!
Newly completed, gorgeous and with every luxury feature imaginable, 729 Smith Ridge Rd is a sun-drenched modern colonial, convenient to New Canaan town center, yet privately located in the estate section of Smith Ridge. A gated, dramatic approach sets the stage for the epitome of modern luxury inside: oversized windows, 10 foot ceilings, a show-stopping chef's kitchen, an elevator to all four finished levels and an intuitive floor plan that accommodates effortless entertaining and living while also allowing space for work and quieter moments. The primary suite offers a sanctuary to rejuvenate with a fireplace, spacious bathroom with tub and oversized shower, walk-in closet and deck overlooking the 4+ acre estate. With six en-suite bedrooms, a walk-out finished lower level, three car garage, heated pool and pool house, 729 Smith Ridge offers undeniably impressive scale, yet the clean modern lines and organic materials used throughout create a sense of quiet, understated luxury.
Set on nearly two acres of beautifully landscaped, park-like grounds, this enchanting 1930s Colonial is tucked away on a private cul-de-sac just moments from the village and train.Classic architectural details define the gracious living room with fireplace and the elegant formal dining room accented by custom built-ins. A richly paneled library with a window seat provides an inviting retreat, ideal for a distinguished home office. The country kitchen opens seamlessly to the warm and welcoming family room, complete with its own fireplace-perfect for everyday living and entertaining. A generous stone terrace extends from the family room, offering sweeping views across the expansive lawn, flowering trees, and mature plantings. Upstairs, the spacious primary suite is accompanied by three additional bedrooms, completing this exceptional home that blends timeless charm with serene privacy. **Central Air is on the second floor of the main part of the house only**
The ever-popular Leefair condo complex is the setting of this delightful and renovated end unit. A large Living Room with stone fireplace is open to the Dining Area and flows into the eat-in Kitchen with granite countertops and peninsula, as well as stainless appliances....a chef's dream. There is also a Study with a bay window. A Laundry area is on the main level, which is perfect since your linens and towels are on this floor. Another plus is the hard-to-find main level Primary Suite with ceiling fan, a walk-in closet and a massive redone bathroom. Hardwood floors throughout the first floor. Additional square footage in the walk-out Lower Level includes a spacious Family Room with a ceiling fan and a bank of sliders to the private and oversized patio area. A second Bedroom has close access to the renovated hall bath. There is also a den on this floor. Tons of storage and a hook-up for an additional Laundry, if needed is all on this level. The two-car garage is pristine and provides entry right into the main floor. Ask me about the secret closet downstairs. Move-in ready unit just waiting for its next lucky owners.
Welcome to refined living in the heart of New Canaan. This beautifully updated 3-bedroom, 3.5-bath residence offers an exceptional blend of elegance, comfort, and convenience within one of Connecticut's most sought-after communities. Sunlight fills the inviting living room, where a warm gas fireplace creates the perfect setting for cozy autumn evenings and winter gatherings. The thoughtfully designed kitchen features top-of-the-line Viking, Bosch, and Miele appliances, complemented by granite countertops-ideal for both everyday living and effortless entertaining. Upstairs, two bright guest bedrooms share a beautifully updated bath, while the private primary suite offers a peaceful retreat complete with a generous walk-in closet and a stunning marble bath. The finished lower level, with its own full private bath, provides versatile space that can easily serve as a guest suite, media room, playroom, or home office-tailored to your lifestyle. One of this home's greatest luxuries is its exceptional walkability. Stroll to the village for boutique shopping, cozy cafes, and favorite local restaurants. Meet friends for dinner, browse the farmers market, or enjoy an evening ice cream-all just moments from your front door. Additional highlights include low monthly fees, a two-car garage with storage loft, and easy access to the New Canaan Train Station with convenient rail service to New York City. Experience the ease, charm, and sophistication of New Canaan living at its finest.
At the end of a quiet cul-de-sac, surrounded by 2.7 acres of privacy, 39 Running Brook Lane combines gracious living with everyday convenience, moments from top schools, parks, Metro North and more. Soaring ceilings, and beautifully proportioned rooms make for inviting yet impressive everyday living and entertaining. The custom Deane kitchen anchors the home with top-tier appliances, a butler's pantry, walk-in pantry, and a sunlit circular breakfast area that flows seamlessly into the family room with fireplace. Formal living and dining rooms extend to bluestone patios, enhancing effortless indoor-outdoor entertaining. A richly paneled study, flexible first-floor guest suite or office, two powder rooms, and a well-appointed laundry room complete the main level. Upstairs, the expansive primary suite offers dual bathrooms and three custom walk-in closets, while four additional bedrooms and three full baths provide generous accommodations for family and guests. The walk-out lower level expands the lifestyle appeal with a brand-new sauna and Himalayan salt room, plus substantial space for a gym, media room, or recreation. Recent improvements include a brand-new high-efficiency boiler, freshly painted interiors and exterior and a resealed driveway. This is one you have to see to truly appreciate!
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.
Located one mile from New Canaan's town center, 377 Main Street, Unit 17 offers turnkey townhouse living just moments from Metro-North, Waveny Park and New Canaan schools. This light-filled condominium blends low-maintenance living with the privacy and scale of a single-family home. Featuring 3 bedrooms with cathedral ceilings, 2.5 baths, and approximately 2,800 square feet - including a finished lower level - this Kings Grant residence offers expansive living areas, hardwood floors throughout, and seamless indoor-outdoor flow. Elevated, private positioning within the complex and oversized windows provide exceptional natural light and peaceful views. The spacious kitchen includes a center island, stainless steel appliances, generous counter space, and sliding doors opening to a sun-filled deck - ideal for everyday living and entertaining. Additional highlights include a wood-burning fireplace, natural gas, direct access to a private terrace and two elevated decks, abundant storage, and an attached two-car garage. Kings Grant is a pet-friendly community featuring a beautifully maintained, heated pool and professionally managed grounds.
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.
Location dream! Charming Colonial styled split level home is picture perfect in sought after neighborhood with newly paved sidewalks to schools, YMCA, Waveny Park and town! This well cared for home lives large with over 2200SF and an open concept flow. Sunny and spacious Living and Dining areas open to a fabulous screened porch and deck overlooking the manicured yard. Enjoy mature landscaping and room for playscapes and lawn games. The bay window and wood-burning fireplace are the focal points in the Living Room and the Dining area opens to Kitchen with custom wood cabinets, Viking gas cooktop & stainless appliances. A main floor family room is convenient with laundry room and access to garage while the lower level media room w/closet can be additional guest area, playroom or office. Hardwood floors throughout offer a contemporary feel. The spacious upstairs Primary Suite has walk-in closet, full bath and opens to an upper level deck. Two other good sized bedrooms and full bath across the hall. Extra deep two car garage and large parking area in driveway allows plenty of space for a bball hoop! Town water and sewer and natural gas hook-up in street for easy switch if desired as well as expansion possibilities make this home a great opportunity. Being sold as is. Tenants are currently in place, Showing appts required.
The Crown Jewel of New Canaan: Bespoke Luxury with an Unrivaled Lifestyle - Elevate your expectations in this nearly 3,400 sqft architectural masterpiece at The Quartier, where classic sophistication meets the effortless ease of modern living. This exquisitely designed 3-bedroom townhome features a private elevator serving all levels, 7" white oak flooring, and a sprawling living room that flows onto a private terrace. From the chef's kitchen-anchored by Leicht cabinetry and quartzite counters-to the top-floor primary sanctuary with cathedral ceilings and a cozy den with fireplace, every detail exudes refined taste. Beyond your two-car garage, enjoy world-class amenities including a full-time concierge, professional fitness studio, golf simulator, and a chic entertainment lounge. Perfectly positioned just steps from New Canaan's premier boutiques, elite dining, and the NYC train, this residence offers the ultimate blend of connection, convenience, and timeless prestige.
The Pinnacle of Village Sophistication: The Penthouse at The Quartier Perched in the heart of New Canaan, this nearly 3,200 sq. ft. bespoke Penthouse represents the ultimate fusion of timeless architecture and sustainable, high-tech luxury. Beyond the threshold of your private elevator, you are greeted by soaring cathedral ceilings, 7" white oak flooring, and sun-drenched spaces that flow seamlessly onto two expansive private terraces overlooking the village rooftops. The residence is a masterclass in craftsmanship, featuring a world-class chef's kitchen with Leicht cabinetry and quartzite counters, alongside a "Zen" primary suite with a spa-inspired bath. Life at The Quartier is defined by white-glove convenience, offering residents a full-time concierge, a professional fitness studio, a state-of-the-art sports simulator, and secure indoor parking with private electric charging. Just steps from the NYC train and world-class dining, this is more than a residence-it is an invitation to experience the very best of New Canaan living with easy access to NYC.
Effortless Luxury: The Modern Flat at The Quartier Redefine your standard of living in this nearly 1,300 sq. ft. bespoke flat, where high-end design meets the ease of single-level luxury. Located in the heart of New Canaan, this 2-bedroom, 2.5-bath residence features a private entrance terrace, 7" white oak flooring, and oversized windows that bathe the open-concept great room in natural light. The chef-caliber kitchen-outfitted with Leicht cabinetry, quartzite counters, and state-of-the-art appliances-flows effortlessly into the living and dining spaces, while the primary suite offers a secluded sanctuary with a spa-inspired bath and spacious walk-in closet. As part of a sustainable, boutique community featuring solar energy and rainwater harvesting, you'll enjoy "white-glove" perks including a full-time concierge, professional fitness studio, sports simulator, and an outdoor firepit lounge. Perfectly positioned just steps from the NYC train and the village's premier boutiques, this flat offers a rare combination of eco-conscious innovation and sophisticated downtown convenience.
Modern Duplex Sophistication at The Quartier. Experience the perfect harmony of town-and-country living in this nearly 2,200 sq. ft. bespoke duplex, tucked within New Canaan's most forward-thinking luxury development. This thoughtfully designed 3-bedroom residence redefines boutique elegance, featuring a private entrance terrace, 7" white oak flooring, and a sun-drenched open-concept great room perfect for seamless entertaining. The main-level primary suite serves as a secluded retreat with a spa-inspired bath and two walk-in closets, while the culinary heart of the home shines with Leicht cabinetry, quartzite surfaces, and professional-grade appliances. Beyond the sustainable architecture-which integrates solar energy and rainwater harvesting-residents enjoy white-glove amenities including a full-time concierge, a state-of-the-art sports simulator, a professional fitness studio, and an outdoor lounge with a firepit. Complete with secure indoor parking and just steps from world-class dining and the NYC train, this duplex offers an unparalleled lifestyle of convenience, connection, and timeless style.
New 2024 Detached Townhouse That Lives Like a Single-Family Walk to Town & Train Quiet Cul-de-Sac. A rare New Canaan offering combining new construction, privacy, and convenience-exactly what today's buyers are waiting for. Built in 2024 and further customized in 2025 by Cypress Development, this 3-bedroom home with a flexible fourth bedroom/office/playroom lives like a true single-family, offering over 3,200 square feet across four finished levels-without the maintenance of a traditional house. The main level is bright, expansive, and designed for effortless living and entertaining. A modern kitchen with custom cabinetry, high-end appliances, and a large center island flows seamlessly into the dining and living areas, anchored by a fireplace and bar. Upstairs, the primary suite offers a spa-like bath and generous walk-in closet. Two additional bedrooms and baths are well-proportioned, with a conveniently located laundry room on the same level. What truly distinguishes this home is its versatility: Finished third floor ideal as a fourth bedroom, office, or media space. Lower level with recreation area and glass-enclosed gym (or Office). Private, fenced patio and lawn-rare for this category. An attached two-car garage and a lock-and-leave lifestyle make this an ideal fit for downsizers, young families, or NYC buyers seeking a move-in-ready home close to town. The most seamless, turnkey path to new construction in New Canaan today.
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, professionally landscaped grounds, and tranquil river views. New roof, Generac generator, and updated mechanicals provide peace of mind. This serene retreat offers an exceptional New Canaan lifestyle
Welcome to 101 Parade Hill in New Canaan. This fully renovated, single-level home has been thoughtfully redesigned from top to bottom and offers a rare opportunity for true one-floor living just a short walk from town. Inside, you'll find a bright, open layout with a modern feel throughout. The kitchen is a standout, featuring striking black and gold appliances and a sleek, contemporary design that flows seamlessly into the main living space, making it great for both everyday life and entertaining. The home offers three generously sized bedrooms and two beautifully updated bathrooms, including a newly reimagined primary suite with its own private en suite. Major improvements include a brand-new roof, new siding, and central air conditioning, so you can move right in with confidence. Just off the kitchen, a private patio provides a perfect spot for outdoor dining or relaxing. Set in one of Connecticut's most desirable towns, this home puts you close to downtown New Canaan's shops, restaurants, and amenities, along with access to the area's highly regarded schools. Stylish, low-maintenance, and exceptionally well-located, 101 Parade Hill offers a fantastic opportunity to enjoy modern living in a truly special community.
New Canaan is located in Connecticut. New Canaan, Connecticut has a population of 20,574. New Canaan is more family-centric than the surrounding county with 46.26% of the households containing married families with children. The county average for households married with children is 34.39%.
The median household income in New Canaan, Connecticut is $214,977. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in New Canaan is 42.5 years.
The average high temperature in July is 83.2 degrees, with an average low temperature in January of 19.6 degrees. The average rainfall is approximately 51.6 inches per year, with 34.2 inches of snow per year.
