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$1,595,000
3 Beds 3 Baths ACTIVE Status 24206440 MLS
Charm Of A Cape With A Unique Layout That Lives Like A Split-Level. The inviting floor plan features a step-down living room and dining room, creating distinct spaces for entertaining and everyday living. Offering three bedrooms and three full baths, the spacious primary suite includes two walk-in closets and a private full bath. Additional highlights include a first-floor family room, some hardwood flooring, two fireplaces, central air conditioning, and a propane generator for added peace of mind. The finished lower level provides flexible space for a recreation room, home office, gym, or guest area. Situated on a beautiful, approximately half-acre lot on a private road, this property offers a peaceful setting while remaining conveniently close to town, shopping, restaurants, and the train station. Completing the package is an attached two-car garage and plenty of space both inside and out to enjoy. A wonderful opportunity to own a charming home in a desirable location with comfort, convenience, and versatile living spaces throughout.

21 Hampton Ln, New Canaan

$1,250,000
5 Beds 2 Baths ACTIVE Status 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

$2,495,000
4 Beds 4 Baths ACTIVE Status 24204076 MLS Leefair BLDG.
Highly sought-after Leefair end unit offering true ranch-style living with exceptional privacy and a first-floor layout designed for comfort and convenience. This 4-bedroom, 3.5 bath home features a first-floor primary suite plus an additional first-floor bedroom with its own full bath-ideal for guests, multigenerational living, or a private office suite. The second floor adds two additional bedrooms, a full bath, and a generous sitting room that creates a perfect retreat for guests, teens, or flexible bonus space. The main level enjoys garden and patio views, with three separate entrance points and direct terrace access from both the living room and the primary suite. The living room stands out with coffered ceilings, soaring height, abundant natural light, and custom built-ins that elevate both style and functionality. A spacious two-car garage with built-in cabinetry offers organized storage, and a brand-new AC system ensures year-round comfort. Set within the coveted Leefair community-known for its convenience, beautifully maintained grounds, and low maintenance lifestyle-this end unit presents a rare opportunity to enjoy generous square footage, thoughtful design, and a premier in-town location.

39 Bank St Unit 39, New Canaan

$25,000
4 Beds 5 Baths ACTIVE Status 24200692 MLS
Welcome to 28 Old Norwalk Road, situated in the idyllic town of New Canaan,CT. This beautifully maintained home offers a fresh,sophisticated take on the classic New England farmhouse, blending timeless character with modern style & effortless functionality. Ideally located in the heart of New Canaan & just a short walk to town,train station & New Canaan's schools - combining exceptional indoor & outdoor living w/the convenience of a highly sought-after location.An open,spacious floor plan w/exceptional flexibility for today's lifestyle & inviting living spaces designed for both everyday living & effortless entertaining.The heart of the home is a breathtaking newly renovated kitchen,thoughtfully designed by an accomplished New York interior designer & is appointed with premier appliances,refined finishes & tasteful details throughout. Beautifully sited on more than an acre of landscaped,park-like grounds,the property features rolling lawns,mature plantings,abundant hydrangeas & private fenced backyard. The expansive outdoor living area includes a terrace w/fireplace & built-in grill - perfect for entertaining or enjoying quiet evenings at home Adding to the property's exceptional versatility is a pea gravel courtyard & detached 200 sq. ft. outdoor space fully heated & air conditioned for year-round comfort.This flexible space can be tailored to suit the renter's preference.Extraordinary details abound throughout,creating a home that is as welcoming as it is refined.

28 Old Norwalk Rd, New Canaan

$1,739,000
3 Beds 3 Baths ACTIVE Status 24198972 MLS Stepping Stones BLDG.
A rare opportunity to own a truly unique residence 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 community of only eight bespoke condominiums offering an impressive castle like setting with exceptional period craftsmanship throughout. This spacious 2,090sf residence features 3 bedrooms and 2.1 bathrooms, soaring ceilings, European millwork and distinctive Hope steel windows. The updated kitchen opens to beautiful hardwood flooring that continues through the living room and two bedrooms. The living room is highlighted by a fireplace and impressive architectural details. The primary suite features slate flooring, a private full bathroom and built in closets. Step outside to an amazing private rear patio surrounded by the beautifully maintained grounds, creating a peaceful setting for relaxing or entertaining. Rich in character and architectural detail, this one of a kind residence offers a combination of history, charm and convenience that is rarely found.

705 Weed St Unit 2, New Canaan

$1,295,000
3 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24195510 MLS Green Oaks BLDG.
The Best of Both Worlds: In-Town Ease, Home-Sized Living Experience the perfect blend of in-town convenience and the privacy of single-family living. This spacious end-unit townhouse offers the scale and comfort of a standalone home, featuring three generously sized bedrooms, including a primary suite with a full bath. The expansive main level includes an oversized living room, formal dining room, and a sunlit eat-in kitchen, providing a seamless layout for both daily life and entertaining. Additional highlights include a cozy fireplace, efficient gas heating, and the remarkable potential of a high-ceilinged lower level with 1,064 square feet of space ready to be finished to your specifications. Combined with the existing 2,128 square feet of living area, this residence offers incredible versatility and room to grow. Outside, enjoy the convenience of a detached one-car garage and additional driveway parking. Ideally located in the heart of New Canaan, you are just steps away from the train station, vibrant restaurants, local parks, the library, and schools. With low condo dues and significant potential to add your personal touch-including hardwood floors waiting beneath the existing carpeting-this is a rare opportunity to own a home that offers the ease of townhouse living with all the feel of a single-family house. Don't miss the chance to make this fabulous property your own.

48 Green Ave, New Canaan

$6,600
5 Beds 2 Baths ACTIVE Status 24185474 MLS
Short term lease - Flexible Terms - This well-maintained 5-bedroom, 2-bath ranch offers plenty of space and flexibility, featuring a fully finished walk-out lower level with its own entrance and kitchen - perfect for extended family, guests, or an in-law setup. The main level includes a bright eat-in kitchen with new stainless steel appliances, quartz countertops, and a tile backsplash. The cozy living room features a fireplace, while large windows fill the home with natural light. Freshly painted interiors and hardwood floors throughout enhance the warm, inviting feel. This level also includes three sunny bedrooms with ample closet space and a full bath. The lower level adds even more versatility with a second kitchen, living room, two spacious bedrooms, and a full bath. A separate laundry room offers extra storage space. Outside, enjoy two private patios and a level backyard - perfect for entertaining, play, or relaxing. Two separate driveways provide parking for up to six cars, and dual kitchens make this home easy to share while maintaining privacy and convenience. Located just a 15-minute walk to downtown and the train station, and a short drive to restaurants, shops, and I-95, this home offers comfort, space, and convenience in one great package. Move right in and make it yours today!

412 Main St, New Canaan

$6,500,000
5 Beds 7 Baths ACTIVE Status 24186154 MLS
Hidden away at the end of a coveted West Side cul-de-sac, 48 Driftway Lane is a private estate tucked among the winding back roads of New Canaan. Perched atop 1.62 beautifully landscaped acres and surrounded by nature, the setting offers a rare sense of peace and privacy, yet remains just minutes from downtown New Canaan and approximately one hour from New York City. Newly constructed from the ground up in 2017 and offering over 10,000 square feet of thoughtfully curated living space, the home unfolds through a series of light-filled rooms where architectural detail, craftsmanship, and connection take center stage. A grand central foyer showcases a statement staircase framed by glass railings, creating a stunning focal point from the moment you enter. At the heart of the home, a sunlit gathering space serves as the natural connection point between the designer kitchen, soaring two-story family room, and outdoor living spaces beyond. Anchored by a stunning 10-foot quartzite waterfall island and matching custom quartzite hood, the kitchen balances beauty and function with Thermador appliances, Sub-Zero refrigeration and wine storage, custom cabinetry, and a walk-in pantry. The dramatic family room draws the eye upward with soaring ceilings, extensive architectural detailing, automated Lutron shades, and walls of windows that flood the space with natural light.

48 Driftway Ln, New Canaan

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