New Canaan Real Estate

New Canaan Real Estate

Welcome to New Canaan, Connecticut—a picturesque town nestled in the heart of Fairfield County that combines the charm of a small community with the sophistication of urban living. Known for its beautiful landscapes, historic architecture, and vibrant arts scene, New Canaan offers an exceptional quality of life that attracts families, professionals, and retirees alike.

With a population of just over 20,000 residents, New Canaan exudes a warm, welcoming atmosphere. The town is celebrated for its top-rated public schools, making it an ideal place for families seeking an enriching environment for their children. The educational facilities here are not only known for their academic excellence but also for their commitment to fostering creativity and critical thinking.

Nature lovers will appreciate the lush parks and scenic trails that dot the area, including the stunning Waveny Park, which features expansive green spaces, a pond, and walking paths perfect for leisurely strolls or family picnics. The town's commitment to preserving its natural beauty ensures that residents can enjoy the outdoors year-round.

Culturally, New Canaan is a hub for the arts, boasting numerous galleries, theaters, and community events that bring residents together. The renowned New Canaan Playhouse offers a diverse array of performances, while local galleries showcase the talents of both established and emerging artists.

With its charming downtown area filled with boutique shops, gourmet restaurants, and cozy cafes, New Canaan provides a perfect blend of suburban tranquility and vibrant city life. Experience the unique allure of New Canaan, where every corner tells a story and every moment feels like home.

Newest Listings in New Canaan

$2,950,000
1 Baths ⋅ 24186112 MLS
Rare investment & owner-user opportunity on the market in the heart of downtown New Canaan. 93 Cherry St. is an approx. 3,200sqft commercial property strategically positioned in one of Fairfield County's most desirable & supply-constrained markets. Well-maintained asset brings immediate income, long-term flexibility & exceptional value for investors, professional users & developers seeking a premier downtown location. Property Highlights*Prime downtown New Canaan location w/exceptional walkability & visibility*Private 12-space paved off-street parking lot & w/non-metered on-street parking-a significant competitive advantage in the downtown core*Strong in-place leases providing immediate cash flow & investment stability*Flexible Business A (BUSA) zoning*Potential for expansion or adaptive reuse, subject to zoning approvals & investor research diligence*Well-maintained office space w/minimal anticipated near-term capital expenditures*Attractive opportunity for investors, medical users, professional office occupants & mixed-use developers*Recent commercial sales in the surrounding area continue to demonstrate strong demand for boutique assets in downtown New Canaan, particularly properties that combine private parking, stable tenancy & future redevelopment potential. Historically limited inventory & significant barriers to entry, 93 Cherry St presents a compelling opportunity to acquire a high-quality commercial asset in one of Connecticut's most sought-after downtown markets

93 Cherry St Unit G1, G2, H1 & H2, New Canaan
$1,450,000
3 Beds ⋅ 3 Baths ⋅ 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 ⋅ 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
$3,050,000
5 Beds ⋅ 6 Baths ⋅ 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 ⋅ 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
$1,649,900
4 Beds ⋅ 3 Baths ⋅ 24192365 MLS
Welcome to Hoyt Farm! A neighborhood association with many social events! This beautifully proportioned Colonial offers four spacious bedrooms and 2.5 updated baths, complemented by a bright, freshly painted interior. The light-filled kitchen opens to a generous family room, creating an inviting space for everyday living and entertaining. A formal dining room and gracious front to back living room with fireplace adds ambiance to both large and small gatherings. Set on two peaceful acres in the sought-after Hoyt Farm neighborhood, this property offers a rare opportunity to enjoy privacy and tranquility just minutes from downtown New Canaan, parks, shopping, dining, the train station, and of course our top-rated schools.

185 Middle Ridge Rd, New Canaan
$749,000
2 Beds ⋅ 2 Baths ⋅ 24193325 MLS ⋅ Oenoke BLDG.
Fabulous corner unit townhome with very private gardens & lawn area. This bright and beautifully updated 2-bedroom, 1.5 bath residence offers the perfect blend of style, space and convenience. Flooded with natural light, this home features an open flow ideal for everyday living and entertaining. Step outside to your own large private terrace - a rare find, perfect for alfresco dining, morning coffee or quiet evenings. Additional highlights include a detached garage for additional storage just a few steps away. Enjoy resort style living with access to two community pools, New Canaan's award winning schools, vibrant downtown and easy commuter access- all from this exceptional corner location.

55 Heritage Hill Rd Unit 55, New Canaan
$1,795,000
3 Beds ⋅ 3 Baths ⋅ 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
$1,495,000
5 Beds ⋅ 3 Baths ⋅ 24189157 MLS
The Seely House is a rare opportunity to become the next steward of one of New Canaan's enduring historic treasures. This remarkable residence traces its origins to the years surrounding the American Revolution and stands as a tangible link to the town's earliest beginnings. Rich in character and architectural authenticity, the home showcases the craftmanship and charm that can only be achieved through centuries of careful preservation. Historic details blend seamlessly with modern comforts, creating a warm and inviting living experience that honors the home's heritage while accommodating today's lifestyle. Set along picturesque Old Stamford Rd., the property enjoys an enviable location just moments from downtown New Canaan's acclaimed restaurants, boutiques, parks, train station and schools. Here, homeowners can enjoy the rare combination of historic significance and walk-to-town/schools convenience. More than a residence, The Seely House is a legacy property offering timeless character, irreplaceable authenticity, and the chance to write the next chapter in a story that has endured for generations.

68 Old Stamford Rd, New Canaan
$3,195,000
5 Beds ⋅ 7 Baths ⋅ 24190505 MLS
Prestigious Hoyt Farm Tudor: An Elegant Two-Acre Oasis Near the Village. Nestled on two beautifully landscaped, ultra-private acres in the highly coveted Hoyt Farm neighborhood, this exceptional Tudor offers over 7,400 square feet of sophisticated luxury and warmth. A grand, two-story foyer welcomes you into a seamless, light-filled layout featuring a formal living room with dramatic vaulted ceilings, a handsome wood-paneled library, and an open chef's kitchen that flows effortlessly into a spacious family room with a fireplace. The primary suite is a true sanctuary, boasting its own cozy fireplace, a private balcony overlooking the grounds, a generous dressing room, and a sun-drenched, spa-like bath. Four additional bedrooms and four-and-a-half baths ensure plenty of space and comfort for everyone. Outside, your personal resort awaits: host gatherings on the tranquil brick terrace by the outdoor fireplace, swim in the stunning heated pool, or simply enjoy the park-like property framed by mature specimen trees. Complete with a three-car garage, this magnificent estate offers unparalleled privacy and convenience, located just minutes from the train, vibrant village life, and top-rated New Canaan schools.

56 Long Lots Rd, New Canaan
$4,925,000
5 Beds ⋅ 6 Baths ⋅ 24190443 MLS
Designed in 1996 by noted New Canaan modernist architect James Evans, who studied under Louis Kahn and worked with Paul Rudolph, this exceptional California Contemporary reflects a remarkable architect-client relationship spanning nearly four decades. After Evans designed the McKays' 1959 New Canaan mid-century modern residence, they returned to him to create this thoughtfully conceived home for the next chapter of their lives. Gracefully sited on 4.85 organic acres recognized by the Smithsonian's 'Gardens of America', the property is a private sanctuary of mature trees, native plantings, winding paths, a pond, waterfall, and abundant wildlife-yet just a short walk to downtown New Canaan and the train. Designed for elegant entertaining and effortless everyday living, the home offers a first-floor primary suite, elevator to all three levels, expansive sun-filled rooms, multiple office options, and a private two-bedroom guest suite with living room, kitchenette, full bath and separate entrance, while remaining connected to the main second level. Walls of glass blur the line between indoors and out, creating a seamless connection to the extraordinary landscape in every season. A rare opportunity to own a home of architectural significance where timeless design, nature, and modern comfort exist in perfect harmony. First time offered.

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

85 Harrison Ave, New Canaan
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