New Canaan Homes for Sale

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Newest New Canaan Homes for Sale

$2,795,000

4 Beds ⋅ 4 Baths ⋅ 24212299 MLS

Framed by classic stone walls, fruit trees, and lush grounds, this masterfully renovated Colonial blends timeless curb appeal with top-tier modern luxury. The expansive layout flows seamlessly from a sunlit living room, stunning formal dining room and massive 24'x23' family room with a modern woodburning fireplace, dual home offices and a lower-level playroom with large mudroom. Designed as the ultimate heart of the home, the gourmet kitchen is a chef's dream-featuring a custom Raging River wood island, honed granite countertops, dual sinks, and a magnificent CornueFe 110 gas range. Upstairs, four peaceful bedrooms include a lavish primary suite with a marble shower, BainUltra soaking tub, and radiant heated floors. French doors lead to a private outdoor oasis, where a wisteria-draped pergola, covered deck, expansive terrace, sparkling pool, and spa set the stage for effortless summer entertaining-all just minutes from town and an easy walk to local schools.

217 White Oak Shade Rd, New Canaan

$3,195,000

5 Beds ⋅ 6 Baths ⋅ 24213150 MLS

Set on over two private acres in one of New Canaan's most coveted neighborhoods, this elegant center hall Colonial, designed by renowned architect Dinyar Wadia, offers timeless architecture, gracious living spaces, and spectacular grounds. A circular driveway framed by stone pillars creates an impressive arrival, while a picturesque pond with fountain, charming footbridge, and rolling grassy knoll provides a breathtaking backdrop. The grand entry foyer offers captivating views through the French doors of the formal dining room to the spectacular fountain and shimmering pond beyond. An elegant living room with fireplace leads to a wet bar and magnificent oversized library, featuring custom built-ins, a marble fireplace, ample space for a grand piano, and walls of French doors opening to an expansive deck spanning the rear of the home. The spacious kitchen, also featuring French doors to the outdoors, flows into a welcoming family room with fireplace. Upstairs, the luxurious primary suite overlooks the serene grounds and features a charming window seat, spa-like bath with soaking tub, and generous walk-in closet. Three additional bedrooms, including two en-suites, complete the second floor. An expansive bonus room with lounge area and full bath offers exceptional flexibility as a playroom, guest retreat, or au pair suite. Additional highlights include a three-car garage, exceptional privacy, and beautifully landscaped grounds. Ideally located just minutes from downtown

67 W Hills Rd, New Canaan

$9,975,000

5 Beds ⋅ 8 Baths ⋅ 24185231 MLS

This offering presents an unusual opportunity to own and enjoy a stunning five-acre, turn-key, estate in one of New Canaan's most desirable locations - in town and close to everything that makes New Canaan so special. This distinguished property represents a rare combination of architectural elegance, exceptional design, and meticulous stewardship. Encompassing a beautifully appointed five-bedroom main residence, an equally refined three-bedroom guest house, and an extraordinary collection of amenities including a pool and spa, tennis court, pool house, and significant landscape and infrastructure improvements. Designed and executed to an exceptional standard by Hobbs Construction with interiors originally appointed by acclaimed designer Alexa Hampton and now professionally staged for sale. Every detail reflects a level of craftsmanship, refinement, and quality seldom found in today's market. Beautifully proportioned rooms, curated finishes, and sophisticated architectural details create a home that feels both grand and inviting. Custom millwork, bespoke lighting, upholstered walls, marble-clad baths, radiant heated floors, and thoughtfully designed gathering spaces speak to a residence where no element has been overlooked and no compromise has been made.

887 Weed 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

$1,049,000

3 Beds ⋅ 1 Baths ⋅ 24209935 MLS

THE OGDEN HOUSE. A rare opportunity to own a piece of history. This 1875 historic property set on 1.67 private, well landscaped acres offers the perfect blend of country tranquility and convenience. Situated just four miles from New Canaan's vibrant downtown, this unique property puts you moments away from the town's celebrated, top-ranked schools, boutique shopping, and world-class dining. The main home has been meticulously maintained and features fresh interior and exterior paint, newly refinished hardwood floors, and a brand-new roof. Major infrastructure updates-including a new water filtration system and new well pump-provide total peace of mind while preserving the home's original historic character. A standout highlight of the property is the massive, refurbished barn. Remarkably versatile, it offers endless possibilities: park multiple cars, create a dream artist's studio, set up a secluded home office, or build out the ultimate workshop and storage space. Additional freshly painted outbuildings-including a vintage shed and an original historic outhouse-add distinct character to the lush, well tended grounds. Protected under a Preservation Easement Program, this property ensures its architectural heritage and classic New England charm will be preserved for generations to come. An extraordinary opportunity to own a turnkey historic home with endless potential in one of Fairfield County's premier communities.

40 Ogden Rd, New Canaan

$6,200,000

6 Beds ⋅ 5 Baths ⋅ 24209323 MLS

Set high above West Road on nearly five sunlit acres, the Leuthold House embraces south and west light and looks out over its own spring-fed pond from every room. Allan Gelbin, the Frank Lloyd Wright apprentice who supervised the building of Tirranna, designed it in 1966 with an unlimited budget and considered it his finest work. Offered for the first time in 29 years. A long curve of glass, white plaster and mahogany follows the land beneath deep overhangs and two planted green roofs. Life flows easily inside and out. The generous living room, with clerestory windows, fireplace and wet bar, opens through walls of glass to the terrace and a pool that traces the curve of the house. The dining room opens to the kitchen and its curved breakfast nook, or closes off for formal evenings. The first-floor primary suite spans its own wing with dressing room, two mahogany closets, spa bath and a private terrace with the best view in the house. Upstairs, four bedrooms and three baths open to a roof terrace. The office hides its files behind a disappearing mahogany wall and steps out to a private garden. Gelbin's teak and mahogany millwork runs throughout. A covered breezeway connects the private guest house with bedroom, bath, kitchenette and living area. 150 specimen trees, gardens and landscape lighting. Restored by Hobbs Inc. and JMK Architects with geothermal radiant heat and cooling. Cover of Connecticut Cottages & Gardens. Architecturally important and completely livable.

631 West Rd, New Canaan

$3,600,000

5 Beds ⋅ 6 Baths ⋅ 24210019 MLS

716 Cheese Spring Road in New Canaan was built completely new in 2019 and customized by the current owners even further. This turn-key home with five bedrooms, five and a half baths and 5,135 square feet sits on 2.84 acres in the northeast side of town. The kitchen was renovated with an Italian stone island, upgraded Sub-Zero, Wolf and Miele appliances. A built-in coffee bar, patio access and spacious dining area complete the kitchen area. A cozy fireplace anchors the oversized and sun drenched living room. Downstairs, a den and bedroom double as a pool house with a full bath and shower. The luxurious primary suite offers a bedroom with a fireplace, built-ins, two walk-in closets, generous primary bath and two separate office and study areas. The in-ground pool takes full sun all day and is in view from the key living areas. The expansive property has two fire pits, professionally manicured landscape and a path cleared through the woods to an insulated treehouse with power. Above the garage, a renovated guest suite gives guests completely separate quarters. The updated mechanicals match the finishes. New Lennox furnace, air conditioning and condenser in 2026, whole house dehumidifier, airtight foam insulation through every wall and the roof, and a well rebuilt in 2025 with filtration and a high pressure pump. Every detail executed to the highest standard. Equidistant to the New Canaan and Wilton village centers, with Metro-North to Grand Central.

716 Cheese Spring Rd, New Canaan

$3,695,000

6 Beds ⋅ 8 Baths ⋅ 24203727 MLS

Gracious colonial set on 3.74 private acres along a quiet west-side cul-de-sac. This cherished estate setting offers an exceptional blend of privacy, recreation, and convenience, just two miles from town and the train. The private grounds feature a Glengate Gunite pool, cabana with bath, and a barn with stables where the owners once kept horses for riding on nearby Land Trust trails. Offered for the first time in more than 50 years, this center-hall Colonial features six bedrooms, five full and three half baths, with 6,300 square feet of living space, and an additional 800 square feet of finished lower-level space. Thoughtfully renovated and expanded by Judith Larsen designs in 2005, the residence includes a beautifully appointed kitchen, an open family room with vaulted ceilings, lovely breakfast room overlooking grounds and a private in-law suite with its own entrance . Other features are 4 car garage, full house generator, pond views and driveway alert. Beautifully proportioned interiors and multiple gathering spaces make the home equally suited to comfortable everyday living and gracious entertaining. French doors spanning the rear of the residence open directly to the grounds, creating a seamless connection among the home, pool, cabana, and expansive property. A truly rare and treasured offering in one of New Canaan's most desirable west-side settings.

34 Sherwood Ln, New Canaan

$1,499,000

4 Beds ⋅ 3 Baths ⋅ 24208509 MLS

Set on charming White Oak Shade Lane, this spacious expanded saltbox features four-bedrooms, three full baths and offers space, privacy, and a location few properties can match. Downtown New Canaan and Darien are each a short drive away, along with convenient access to the train and parkway. Inside, generous room proportions and a practical floor plan support both comfortable living and flexible entertaining. The primary bedroom serves as a private retreat with a full bath and large closet, while three additional bedrooms offer flexibility for family, guests, or a home office all supported by a generously sized hall bath. Outside, the half-acre grounds offer a large bluestone terrace in addition to ample room to cultivate a garden, enjoy a playdate, or expand the current footprint; a canvas ready for its next owner's vision. The cul-de-sac setting invites fun neighborhood events and means minimal traffic and privacy, a combination that's increasingly hard to find in such a central location.

27 White Oak Shade Ln, New Canaan

$3,300,000

3 Beds ⋅ 4 Baths ⋅ 24208523 MLS

An elegant Regency-style residence with dramatic architectural presence is positioned in a premier location just moments from the village. Inside, ten-foot ceilings and Palladian windows flood the home with natural light. From the barrel-vaulted living room-a true Grand Salon-to the striking onyx-floored dining room, the interior spaces flow effortlessly to an expansive terrace, creating an unforgettable setting for both grand entertaining and quiet family relaxation. Offering a rare opportunity for luxurious, SINGLE-LEVEL living, the home seamlessly pairs grand scale with absolute privacy. The thoughtfully designed floor plan features a chef's kitchen, a sun-drenched breakfast room, a recreation/playroom, three en-suite bedrooms, and an elegant powder room. Outside, 1.25 acres of sweeping private lawns surround an impressively sized swimming pool, offering a private oasis. This exceptional residence is located in New Canaan, widely considered the most beautifully preserved New England town within one hour of New York City. Renowned for its unique design, the town's vibrant boutiques, fine dining, outstanding schools, and services are clustered in one charming, walkable center, with the residential community radiating outward in quiet, leafy tranquility.

321 Oenoke Rdg, New Canaan

$4,395,000

6 Beds ⋅ 8 Baths ⋅ 24207918 MLS

Enjoy the best of New Canaan living from this stunning new construction home, tucked along a quiet private lane yet just a short walk to schools, town, train and park. Set on a beautifully landscaped .57-acre property, the expansive, flat backyard-with pool and spa-is a true rarity this close to town. Designed for effortless everyday living and entertaining, the main level centers around a chef's kitchen with quartzite countertops, Thermador appliances, an oversized island and light-filled breakfast area, flowing into the family room and out to covered outdoor living, granite patio and summer kitchen. A butler's pantry/bar serves the formal dining room and living spaces, making entertaining easy. More than 6,700 square feet across four levels offers room for everyone, including a flexible office/guest suite, primary retreat with radiant-heated spa bath, three en-suite bedrooms, third-floor bedroom and lounge with full bath, and lower level with space for fitness, play, sauna and a guest or au-pair suite. Walk to town, spend summer days by the pool and enjoy exceptional space and privacy-all with the ease of in-town living. Ready for move-in by mid-October!

24 Oak Grove Pl, New Canaan

$4,250,000

5 Beds ⋅ 7 Baths ⋅ 24207397 MLS

Set high 4.5 + private acres, this impressive six-bedroom home offers space, privacy and resort-style amenities, with beautiful views from its elevated setting. Designed for both everyday living and entertaining, the home features four finished levels with flexible spaces for family, guests, work and recreation. Generously proportioned living areas flow throughout the main level, with an expansive property and outdoor entertaining spaces. The bedroom accommodations are exceptionally versatile. In addition to the main bedroom level, a private bedroom and full bath above the three-car garage creates an ideal guest, au pair or extended-family suite. A fully finished walk-up third floor provides additional space for a home office, playroom, studio or recreation area. The finished walk-out lower level adds yet another dimension to the home, with a bedroom, full bath, wine cellar and direct access to a screened porch and the grounds beyond. Outside, the property becomes a private retreat. A free-form swimming pool, expansive garden and tennis court are surrounded by 4.5+ acres of beautiful grounds, while the home's hilltop position captures views and light from morning through evening. With six bedrooms, four finished levels, a three-car garage, pool, tennis court and an extraordinary elevated setting, this is a home that offers exceptional space and the opportunity to enjoy a true country lifestyle.

51 Briscoe Rd, New Canaan

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.