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792 Smith Ridge Rd, New Canaan
$1,295,000
2 Beds ⋅ 3 Baths ⋅ 24213922 MLS
Charming Cape Cod Retreat Tucked away on six secluded acres of lush woods with a picturesque pond, this delightful 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 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. Lots of possibilities are here for you to make this home your own and really enjoy the New Canaan lifestyle or build your own dream home in this peaceful, private setting.

792 Smith Ridge Rd, New Canaan
38 Urban St, New Canaan
$880,000
3 Beds ⋅ 1 Baths ⋅ 24211841 MLS
Opportunity knocks in New Canaan! Set on .33 acres in a convenient location close to the heart of town, 38 Urban Street offers an exciting opportunity for a buyer with vision. This three-bedroom ranch is ready for its next chapter and will require significant updating, but the possibilities are well worth exploring. For a first-time buyer willing to roll up their sleeves, this could be a chance to enter the New Canaan market, renovate over time, and create a home of their own. For those with a bigger vision, consider partnering with a builder or architect to explore renovation, expansion or redevelopment possibilities, subject to town approvals. The existing home features one-level living, a full unfinished basement and basement garage, all on a .33-acre parcel. The location adds tremendous appeal, with New Canaan's vibrant village, restaurants, shops and Metro-North train station nearby. Bring your contractor, your imagination and your vision. 38 Urban Street is ready for someone to see the possibilities and make it their own.

38 Urban St, New Canaan
16 Raymond St, New Canaan
$1,250,000
5 Beds ⋅ 2 Baths ⋅ 24204972 MLS
An incredible opportunity to own a beautifully updated two-family home in the heart of New Canaan-perfect for those looking to enjoy the New Canaan lifestyle while benefiting from valuable rental income. The spacious first-floor residence offers three bedrooms and has been thoughtfully updated for modern living, highlighted by a stunning, high-end renovated kitchen designed to be as beautiful as it is functional. Fresh, sophisticated finishes create a move-in-ready home with the space and comfort today's buyers are looking for. Upstairs, the second-floor apartment has been completely renovated from top to bottom, offering a fresh, modern living environment with all-new windows, new appliances, a beautifully renovated bathroom, and its own separate washer and dryer. Stylish finishes and thoughtful updates make this an exceptionally appealing rental. Whether you choose to live in one residence and offset your monthly expenses with income from the other, accommodate extended family, or add a desirable New Canaan property to your investment portfolio, 16 Raymond Street offers flexibility, income potential, and long-term value in one of Fairfield County's most sought-after communities. A rare opportunity to combine the benefits of homeownership, rental income, and the New Canaan lifestyle-all under one roof.

16 Raymond St, New Canaan
179 S Ave Unit 9, New Canaan
$1,399,000
3 Beds ⋅ 3 Baths ⋅ 24202379 MLS ⋅ Hathaway Common BLDG.
Have you ever imagined living on prestigious South Avenue and strolling into town for dinner, shopping or ice cream on a beautiful New England evening? Welcome to highly sought-after Hathaway Common, where convenience, community and a peaceful setting come together. This bright and spacious 3-bedroom, 2.5-bath home offers a wonderful floor plan with a dedicated dining area, fireplace and finished lower-level space, currently used as a home office. A private garage, central air and smart-home features add everyday ease. Enjoy private outdoor space, expansive lawns, abundant guest parking, a community pool and clubhouse, all without the worry of yard work or snow removal. Best of all is the exceptional location. Flat, walkable sidewalks connect you to New Canaan's vibrant village, award-winning restaurants, shops, library and Metro-North, as well as local schools and the YMCA. Mead Park is just moments away for tennis, pickleball, baseball and skating. A rare combination of space, tranquility and extraordinary convenience, this is New Canaan living at its best.

179 S Ave Unit 9, New Canaan
68 Old Stamford 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
158 Spring Water Ln, New Canaan
$950,000
2 Beds ⋅ 1 Baths ⋅ 24186026 MLS
Set on a desirable 1-acre lot in a quiet neighborhood setting on the west side of town, this property offers exceptional potential to renovate, expand or reimagine the existing home to fit your lifestyle. Ideally located with easy access to town, the Merritt Parkway, shopping, dining, and top-rated schools, the property combines convenience, privacy, and enduring neighborhood appeal. A rare opportunity to create your dream home in one of New Canaan's most desirable locations. Please do not walk property without confirmed appointment.

158 Spring Water Ln, New Canaan
61 Smith Ridge Rd, New Canaan
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 24127461 MLS
One-of-a-kind property, dwellings built by owners' grandfather. Summer porch included with upper larger unit. Small apartment has large open porch as well. Sixty- one has patio and nice rear property. Fifty-seven has front and rear property. Unique income property - one of only four multiple rental dwellings in New Canaan with several buildings on one property. Leases expire 6/30 then month to month. Broker is an Owner of the property.

61 Smith Ridge Rd, New Canaan
32 E Hills Dr Unit 32, New Canaan
$499,000
2 Beds ⋅ 2 Baths ⋅ 24170520 MLS ⋅ East Hills BLDG.
Welcome home to this bright and beautifully updated 2-bedroom, 1.5-bath condo, perched at the end of a quiet cul-de-sac for ultimate privacy. Both bedrooms occupy their own second-floor retreat, creating a smart separation from the sun-filled living spaces below. The updated kitchen shines with brand new countertops and appliances, while a new washer/dryer makes everyday living effortless. Ample attic storage offers a rare bonus you won't find in most condos - room to breathe, organize, and grow. Add in a coveted New Canaan address just minutes from downtown shops, dining, and the train, and you have a true move-in-ready gem.

32 E Hills Dr Unit 32, New Canaan
24 Saint Johns Pl Unit 4, New Canaan
$599,000
2 Beds ⋅ 1 Baths ⋅ 24174165 MLS ⋅ St. John Place BLDG.
In-town location. Ideally situated just one block from the Metro North train station to NYC, village center, parks and library and all the plethora of amenities New Canaan has to offer. A circular drive and lush front lawn greet you at this brick 1910 mansion, which has been thoughtfully converted into nine charming residences. The property features park-like estate grounds perfect for picnics on the sweeping level back lawn. Sitting benches and lovely gardens abound. St. John Place is a highly sought-after location on "the Acre". This two-bedroom condo with living room, dining room, kitchen and roof top views is the perfect place to call home. HOA fee includes-heat, hot water, water, snow removal & trash pick up.

24 Saint Johns Pl Unit 4, New Canaan

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