New Canaan Real Estate

Welcome to the picturesque town of New Canaan, located in Fairfield County, Connecticut. Known for its stunning architecture, lush greenery, and vibrant community, New Canaan is a highly sought-after destination for those looking to settle down in a charming New England town.

With its close proximity to New York City, just a short train ride away, New Canaan offers the perfect blend of small-town charm and big-city convenience. Residents enjoy a high quality of life, top-rated schools, and a strong sense of community spirit.

New Canaan is renowned for its beautiful homes, ranging from historic colonials to modern estates, nestled among tree-lined streets and manicured lawns. The town center boasts a variety of upscale shops, restaurants, and cultural attractions, providing residents with everything they need right at their doorstep.

Outdoor enthusiasts will appreciate the abundance of parks, nature reserves, and hiking trails in and around New Canaan, offering endless opportunities for recreation and relaxation.

Whether you're looking to raise a family, retire in style, or simply enjoy the best of both worlds, New Canaan has something for everyone. Come discover the magic of this idyllic town and find your perfect place to call home in New Canaan, Connecticut.

Newest Listings in New Canaan

$2,999,999

5 Beds ⋅ 4 Baths ⋅ 24206102 MLS

Newly renovated four-acre estate majestically perched overlooking the Laurel Reservoir, complete with seasonal water views. Ideal for outdoor recreation, the property features a large, level soccer-field-sized yard and a basketball court in the driveway. At the heart of the home is an open-concept living space seamlessly connecting the kitchen, dining, and family rooms. Property Highlights- - Kitchen & Dining: The brand-new Bilotta kitchen features a center island with seating for six, premium appliances (including a Wolf range with eight gas burners, two ovens, and an additional wall oven), two dishwashers, two sinks, a microwave, ample counter space, and a large walk-in pantry with high storage capacity and enough room for a 2nd refrigerator. -Dining Room opens directly to the kitchen and comfortably seats 20. -Main Level: Adjacent to the kitchen and dining area is a large family room with skylights, a fireplace, and direct access to the outdoor deck. The main floor also includes two home offices, a powder room, and a formal living room with a fireplace. -Upper Level: Features five bedrooms and three full baths, including a primary suite with a brand-new luxury bath equipped with a soaking tub, double sinks, and a glass-enclosed shower. -Lower Level: The fully finished lower level provides excellent indoor recreation space, including a playroom and home gym. This move-in-ready home is a fantastic opportunity.

2141 Ponus Rdg, New Canaan

$2,300,000

5 Beds ⋅ 4 Baths ⋅ 24204185 MLS

INTERIOR PHOTOS ON THURSDAY. Classic Connecticut! Welcome to this spacious 5 bedroom Connecticut home in New Canaan. Stunning pastoral and romantic scenery, stone walls, and stunning heritage trees throughout your private 2 acre property on Cul-de-sac Street. The beautiful and historic Selleck's Chapel is right around the corner. Enjoy your very own post-and-beam detached barn which offers a two-car garage additional flex space, and a loft inside. Inground pool with cabana and patio receive direct sunlight, allowing for fantastic entertaining flow. It's a 7 minute picturesque drive to town on Oenoke Ridge. Brought up to today's standards with new solar panels paid in full, EV charger and a house generator. Guests approach through a circular driveway, with an additional driveway leading to the gorgeous barn for everyday living and mudroom access. This center hall colonial features a gourmet kitchen adjacent to a family room with a fireplace, vaulted ceilings and natural light. Large dining room and living room with wood burning fireplace, lead into an office or bonus room featuring exquisite antique barn floors and vaulted ceilings. 500 ADDITIONAL square feet in lower level! That has a private guest suite with full bath, large laundry room, and playroom or gym. Primary bedroom with ensuite bath on the second floor has balcony overlooking the property grounds perfect for sunsets or morning coffee. 3 additional bedrooms round out the second floor with a shared, renovated bath.

23 Jonathan Rd, New Canaan

$2,095,000

3 Beds ⋅ 4 Baths ⋅ 24206858 MLS ⋅ Forest Street Condominiums BLDG.

Turnkey living meets in-town convenience in this beautifully appointed three-bedroom townhouse, ideally located within easy walking distance of shops, restaurants, and local amenities. The open-concept main level features 9-foot ceilings, a welcoming fireplace, while French doors lead to a charming fenced patio and garden. The gourmet kitchen is beautifully equipped with Viking appliances and quartz countertops and flows seamlessly into the living and dining spaces. A private office or den with built-in cabinetry provides a dedicated work-from-home space. The upper level features a spacious primary suite with vaulted ceiling, walk-in closet, and spa-like bath, plus two additional bedrooms and a dedicated laundry room. A finished lower level with a newly added full bath provides flexible space for a playroom, recreation room, gym, or guests. Stylish, spacious, and move-in ready, this exceptional townhouse offers sophisticated living just moments from the heart of town. The HOA fee is calculated by the owner based on estimated monthly expenses for the front unit, with total association expenses shared between the two units. Please contact the listing agent for additional details.

160 Forest St Unit 160, New Canaan

$875,000

24206578 MLS

Here is a wonderful opportunity to purchase a .24 acre parcel on Weed Street and build the home you have been dreaming of. Enjoy a lovely yard and an exceptionally convenient location close to everything New Canaan has to offer, including top rated schools, Waveny Park, Metro-North train service to NYC, outstanding restaurants, boutique shopping, and the vibrant village center.

127 Weed St, New Canaan

$2,995,000

5 Beds ⋅ 5 Baths ⋅ 24206664 MLS

Experience the pinnacle of in-town living in this meticulously reimagined New Canaan residence. Situated in the heart of the village, this home has undergone a complete rebuild and expansion, resulting in a stunning transformation that mirrors the quality of new construction. Spanning three finished floors, the interior offers five bedrooms and 4.5 luxurious baths. The open light filled floor plan was thoughtfully designed to balance modern practical functionality with exquisite design aesthetic. Outside, the property boasts a rare, large backyard and deck-a private oasis perfect for relaxation or play. Enjoy the ultimate convenience of "walk-to-everything" capability, with a back gate to sidewalk access leading you directly to the schools, Y, Waveny Park with town pool, local shops, world-class dining, library, and metro north express train to NYC, This turn-key beauty offers the perfect blend of sophisticated design and an unbeatable location.

16 Grace St, New Canaan

$4,999,999

6 Beds ⋅ 8 Baths ⋅ 24206656 MLS

THIS IS THE ONE YOU'VE BEEN WAITING FOR! Under constuction very close to completion. Brand new construction opportunity by highly regarded Lecher Development, on a prime, quiet in-town cul-de-sac. This exceptional luxury home offers 8000 + SF of high quality finishes, light-filled, living space across four finished levels. Highlights include: Gourmet Kitchen: A state-of-the-art kitchen featuring a large center island, premium stainless steel appliances, and an open layout that flows seamlessly into the family room with a fireplace and French doors leading to a covered porch. Flexible Main-Level Living: The first floor includes a private main floor space that can serve as a home office or sixth bedroom, complete with a full bath. Finished Third Floor: Ideal for a second office, playroom, guest suite, or au pair quarters. Spacious Lower Level: Featuring 10-foot ceilings, full bath, plenty of options to crate the perfect gym, media room, playroom, or additional recreation space. Generous Ceiling Heights: 9-foot ceilings on the main and second floors enhance the home's open, airy feel. Additional amenities include a 24-kW generator, five-zone heating and cooling, town water and gas. Set on a level property with a designated pool site, this home combines luxury, comfort, and customization in an unbeatable location. Don't miss the opportunity to make this exceptional property your dream home

19 Orchard Ln, New Canaan

$2,395,000

4 Beds ⋅ 3 Baths ⋅ 24205042 MLS

Welcome to 94 Field Crest Road, where turnkey living meets an exceptional resort-style lifestyle. Tucked away on a quiet New Canaan cul-de-sac just minutes from town, top-rated schools, Waveny Park and the YMCA, this beautifully renovated home offers the rare combination of privacy, convenience and effortless luxury. Fresh, sophisticated interiors are completely move-in ready. Complete w beautifully updated kitchen and bathrooms and thoughtfully designed living spaces, ideal for both everyday living and entertaining. The spacious primary suite features a large walk-in closet and en-suite bath, while the three additional bedrooms offer fabulous natural light and generous space. The lower level and basement provide valuable bonus space with endless possibilities for a media room, home office, gym, playroom, guest or in-law space. Outside is where this property truly sets itself apart. The private backyard has been transformed into a spectacular resort-style retreat featuring a Gunite pool and spa with waterfall, an expansive putting lawn with pitching spots throughout the yard, a built-in bocce court, and a stunning custom stone outdoor kitchen and bar with tv, creating the ultimate space for poolside dining and entertaining. Whether hosting summer gatherings, relaxing poolside, practicing your short game or enjoying an evening with friends, every element has been designed to make home feel like a getaway.

94 Field Crest Rd, New Canaan

$1,595,000

3 Beds ⋅ 3 Baths ⋅ 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

$1,995,000

4 Beds ⋅ 3 Baths ⋅ 24203948 MLS

Privately set at the end of a quiet cul-de-sac, this classic Colonial offers exceptional privacy, beautifully proportioned living spaces and a one-of-a-kind detached barn on a level 2-acre lot. The 4-bedroom home features a warm, timeless floor plan designed for both everyday living and entertaining. An open foyer leads to an inviting living room with built-in bookshelves and window seating, while the cozy den is ideal for work or study. A dedicated dining room, eat-in kitchen and sun-filled breakfast nook flow seamlessly to the patio and private backyard. The family room is filled with natural light and anchored by one of two first-floor fireplaces. Upstairs, the spacious primary suite features a large bath and oversized walk-in closet, along with three additional bedrooms and a full bath. The lower level offers flexible space and future potential. The true bonus feature is the detached barn, built in 2019 with workshop and finished living space. From an entertaining space to artist's studio, home office, gardening retreat or workshop, the possibilities are endless. Together, the cul-se-sac location, private setting, traditional layout, plus barn create something truly special.

20 Gray Squirrel Dr, New Canaan

$5,895,000

6 Beds ⋅ 5 Baths ⋅ 24196978 MLS

A truly exceptional private estate, this country compound set on more than three private acres, blends timeless character, refined design, and modern luxury. Anchored by a beautifully preserved 1932 main residence and an extraordinary 2,300-square-foot poolside entertainment barn, the property is designed for both everyday living and effortless entertaining. The main residence offers five bedrooms and three full baths, including a luxurious primary suite with spa-like bath, expansive walk-in closet, and private deck overlooking the grounds. Gracious formal living and dining rooms complement a chef's kitchen opening to the family room and breakfast area. A finished lower level provides additional living and entertaining space. The poolside barn is a destination unto itself, with a dramatic Great room, wet bar and kitchenette, private gym, home office, full bath, and outdoor shower. Expansive lawns, perennial gardens, multiple outdoor fireplaces, a spectacular swimming pool, and gracious dining veranda complete the grounds. Distinct living and entertaining spaces flow effortlessly together, creating an experience like no other.

474 Brookside Rd, New Canaan

$2,795,000

3 Beds ⋅ 3 Baths ⋅ 24204690 MLS ⋅ Richmond Mews BLDG.

This beautiful townhouse with an elevator at Richmond Mews offers an easy, low-maintenance lifestyle just a short walk from town, with views of Mead Park and thoughtful design throughout. Inside, 9+ foot ceilings and oversized windows make the home feel bright and open, with hardwood floors throughout. The double-height entry welcomes you right in. The floor plan is very flexible, allowing for a formal dining room, family room, and living room depending on your needs. The gourmet kitchen has a large center island with French doors opening to a private patio. The spacious primary suite offers bedroom views of the park paired with a large sitting room or office, plus 2 walk-in closets and ensuite bath. Two additional bedrooms and a full bath complete the upper level. The finished lower level adds valuable, versatile square footage - ideal as a home gym, playroom, or additional office space. There is ample storage throughout and an attached 2-car garage. The cedar roof was replaced in 2025. Located close to New Canaan's shops, restaurants, and train station, 30 Richmond Hill Road offers a convenient, well-designed home in a sought-after location.

30 Richmond Hill Rd, New Canaan

$1,900,000

5 Beds ⋅ 5 Baths ⋅ 24205495 MLS

A rare opportunity in New Canaan! This impeccably maintained two-family home features a unique back-to-back configuration, giving each residence exceptional privacy, its own outdoor space, garage, central air, separate parking and utilities. The property also benefits from a New roof and ideal location close to the train, shops, restaurants and highly regarded schools. Unit A offers the space and feel of a single-family home. Updated kitchen with granite counters, stainless appliances and sliders to a private deck. Stunning living room with hardwood floors, Palladian windows, soaring ceilings, skylights and exposed brick. A separate dining room with fireplace and terrace enhance the layout. Primary bedroom features a newly renovated en-suite bath, plus 2 additional spacious bedrooms and 3 full baths total. The finished walk-out lower level includes a family room, bonus space ideal for an office or guest area, full bath and a private entrance. Unit B features a kitchen updated with stainless appliances, open-concept dining and oversized living room, newer hardwood floors, 2 spacious bedrooms, 1.5 updated baths and in-unit laundry. Private patio and large backyard add to it's appeal. Ideal for investors looking to capitalize on the income potential or an owner-occupant seeking the benefit of rental income. Live in one and generate income from the other!

115 Parade Hill Rd, New Canaan

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