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7 Park Ln, New Canaan
$2,895,000
4 Beds ⋅ 5 Baths ⋅ 24212560 MLS
Fabulous in-town location on a charming cul-de-sac, with sidewalks to downtown New Canaan, Mead Park, South School, Saxe and NCHS! This beautifully appointed home impresses with its scale, high ceilings and exceptional millwork, offering over 6,000 square feet across four finished levels, with 5 generous bedrooms and 4.5 baths. The gorgeous kitchen opens to the family room, and the elegant dining room flows into the sunroom and out to the updated deck overlooking the fully fenced backyard, just steps from the Bristow Bird Sanctuary. The finished walkout lower level features 9-foot ceilings, an open layout, a full bath and a movie room. The light-filled third floor offers flexible space for a gym, playroom and office. Public water and sewer. A rare combination of scale, craftsmanship and convenience in the heart of New Canaan!

7 Park Ln, New Canaan

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

259 Frogtown Rd, New Canaan
$8,740,000
7 Beds ⋅ 10 Baths ⋅ 24214442 MLS
A private world of its own. Newly built and set behind a gated entrance on 2.25 landscaped acres, this Scandinavian-inspired contemporary estate pairs thoughtful architecture and exceptional craftsmanship with custom-stained Accoya siding, a pool and spa, attached pool house and full guest house-all remarkably close to the heart of New Canaan. Inside, generous rooms, seven fireplaces and an elevator set the stage for interiors rich in detail. Limewashed walls, designer lighting, custom millwork and distinctive architectural elements give each room its own personality, while natural light and views of the grounds are a constant. Control4 home automation, whole-home audio and California Closets add modern convenience. The primary suite lives like a five-star hotel-the kind of retreat you may not want to leave. Downstairs, the "club level" is anything but a typical basement, anchored by a substantial bar with room for cocktails, games and movie nights. Outside, the pool and spa are joined by an attached pool house with indoor grill, while the fully equipped guest house gives family and friends their own private escape. Landscape lighting transforms the grounds after dark. 259 Frogtown Road is designed to be enjoyed-every bit as fun as it is impressive.

259 Frogtown Rd, New Canaan

311 S Bald Hill Rd, New Canaan
$4,295,000
6 Beds ⋅ 8 Baths ⋅ 24212180 MLS
Masterfully reimagined in 2026 through a complete renovation and expansion by GreenDay Co., this 6,529SF modern estate spans 2.43 scenic acres, incorporating refined architecture in an extraordinary natural sanctuary. Historic stone walls, walking trails, mature specimen plantings and a tranquil pond frame the private grounds once home to George Valchar, author of the book "My Connecticut Garden." Inside, an organic-modern aesthetic unfolds with wide-plank white oak flooring, bespoke limewash finishes, seamless flush baseboards and expansive glass windows filling the interior with natural light. The chef's kitchen features custom white oak millwork, Dolce Vita stone surfaces, a 60-inch Wolf range, Sub-Zero refrigeration, Miele coffee system and a built-in breakfast banquette. A well-appointed butler's pantry, formal living and dining rooms and dedicated executive office complete the main level. Upstairs, the vaulted primary retreat boasts a dual-sided gas fireplace, sitting room, two walk-in closets and a spa-inspired bath finished in Taj Mahal stone. Four additional upper en-suite bedrooms feature radiant-heated baths, joined by a bespoke laundry room. The finished lower level includes a 6th bedroom, full bath and versatile gym/recreation space. Future elevator potential plus attached pool cabana with grill kitchen and full bath features accordion-style glass doors opening to a bluestone terrace, heated gunite pool and integrated spa for seamless indoor-outdoor entertaining.

311 S Bald Hill Rd, New Canaan

78 & 92 Pastures Ln, New Canaan
$9,250,000
7 Beds ⋅ 8 Baths ⋅ 24213848 MLS
Hidden behind gates and surrounded by 5.5 acres of pristine, rolling lawns, this extraordinary stone manor estate is a masterclass in old-world craftsmanship and cutting-edge modern innovation. Anchored by a separately deeded 2 acre lot with a guest house, the property presents rare flexibility and long-term value, perfectly suited for multi-generational living, guests, or future expansion. Originally constructed in 1927, the residence has been comprehensively reimagined and renovated from the inside out, preserving its architectural integrity while delivering a fully modernized, high-tech smart home experience. With all new systems, infrastructure, and finishes including new HVAC, electrical, plumbing, septic, irrigation, generator, propane tank, fencing, landscaping and all new mechanicals offering the confidence of new construction wrapped in timeless stone. Inside, over 8,500 square feet of refined living space unfolds with remarkable craftsmanship. Radiant heated floors span the first level, complemented by hand-selected reclaimed pumpkin wood, and museum-quality lighting throughout. The heart of the home is a striking new kitchen with soaring ceilings, custom concrete countertops, a bespoke island, and hand-selected bleu chinois tilework that adds depth and character throughout the first floor. Designed to entertain and inspire, the home also features an 800+ bottle wine cellar, a private fitness and training studio, and a beautifully appointed home office/library

78 & 92 Pastures Ln, New Canaan

67 W Hills 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

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

631 West 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

164 New Norwalk Rd, New Canaan
$1,600,000
6 Beds ⋅ 5 Baths ⋅ 24203385 MLS
Opportunity knocks for investors and homebuyers with this meticulously updated and maintained side-by-side multifamily duplex, offering comfort, convenience, and strong investment potential. Built in 1986, the property includes two spacious units, each with a private entrance. Unit 164 offers 4 bedrooms 2 .5 bathrooms, finished lower and private deck. Unit 166 offers 2 bedrooms and 1.5 bathrooms, finished lower level and private deck. Ideal for investors or owner-occupants, driveway parking, in-unit washer and dryer, hardwood floors and updated kitchen and bathrooms. Whether you want to generate rental income or live in one unit while renting the other, this turnkey duplex is a rare find in an unbeatable location.

164 New Norwalk Rd, New Canaan

34 Sherwood Ln, 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

321 Oenoke Rdg, New Canaan
$2,975,000
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

24 Oak Grove Pl, 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

51 Briscoe Rd, New Canaan
$3,995,000
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

761 New Norwalk Rd, New Canaan
$1,599,000
5 Beds ⋅ 4 Baths ⋅ 24194147 MLS
Beautifully updated and thoughtfully designed for today's lifestyle, this five-bedroom Colonial offers a wonderful combination of space, comfort, and convenience. From the welcoming foyer, the main level unfolds with an inviting family room with fireplace to one side and a spacious formal living room to the other. The living room flows into the beautifully updated eat-in kitchen with center island, which enjoys easy access to both the family room and formal dining room. Flanked by windows and sliding glass doors, the dining room opens to an outdoor entertaining area-perfect for relaxing, dining, or grilling-and provides a wonderful connection between indoor and outdoor living. Upstairs, you'll find four well-proportioned bedrooms and two full baths. The walk-out lower level offers exceptional additional living space with plenty of natural light and includes a fifth bedroom, adjoining family room, and full bath. This bright and versatile level is ideal for guests, an au pair, home office, extended family, or simply additional space to spread out, with direct access to a fenced-in portion of the backyard. The outdoor spaces continue beyond the fenced yard, where beautifully landscaped grounds create the feel of a hidden garden-a peaceful and unexpected retreat tucked away on the property. Set in an incredibly convenient location, this beautifully updated Colonial offers flexible living spaces inside and out and is ready to welcome its next owners.

761 New Norwalk Rd, New Canaan

12 Norholt Dr, New Canaan
$2,250,000
4 Beds ⋅ 3 Baths ⋅ 24201977 MLS
Cherished by the same family for nearly 30 years, this beautifully updated Colonial sits on a desirable New Canaan cul-de-sac that has recently welcomed multi-million-dollar new construction - offering exceptional value at this price point, just moments from town. The recently renovated kitchen opens to a spacious layout ideal for both everyday living and entertaining, complemented by a large living room with fireplace, a formal dining room and a Great Room with soaring cathedral ceiling that is a showstopper. Upstairs, the primary bedroom is joined by three additional sun-filled bedrooms, all with hardwood floors that carry the home's warmth throughout. Outside, a private deck overlooks a beautifully landscaped yard framed by mature evergreens - great for gathering or play. This is a home where all that's left to do is move in.

12 Norholt Dr, New Canaan

2141 Ponus Rdg, 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

160 Forest St Unit 160, 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

16 Grace St, New Canaan
$2,895,000
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

19 Orchard Ln, New Canaan
$4,999,999
6 Beds ⋅ 8 Baths ⋅ 24206656 MLS
THIS IS THE ONE YOU'VE BEEN WAITING FOR! Under construction only 4 weeks from completion date. Brand new construction opportunity by highly regarded luxury builder Lecher Development. Prime in town location on a very quiet cul-de-sac. This exceptional home offers 6800 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, bath, plenty of options to create 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, zoned heating and cooling, town water and natural 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

21 Hampton Ln, 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

20 Gray Squirrel Dr, 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

474 Brookside Rd, 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

250 Dans Hwy, New Canaan
$2,895,000
4 Beds ⋅ 4 Baths ⋅ 24204760 MLS
This stunning Mid-Century Modern home combines striking architecture, sophisticated designer finishes, and exceptional indoor-outdoor living in a private setting with sweeping views and spectacular sunsets. Thoughtfully expanded and extensively rebuilt in 2015, the home features a light-filled open floor plan, walls of glass and high-quality finishes throughout. At the heart of the home, the open floor plan features dramatic living and dining areas with soaring vaulted ceilings and expansive windows that frame breathtaking vistas and flood the family room and the living room with natural light. Just off the dining room, a beautiful sun deck extends the living space outdoors - an ideal spot for morning coffee or evening cocktails - with steps down to a landscaped garden and its own outdoor sitting and dining area. The first-floor primary suite offers a private sanctuary with a spacious walk-in closet and dressing room. Downstairs, the lower level opens into its own world of comfort and entertaining: a library and living room area lead to a well-stocked bar, perfect for relaxed gatherings, while three additional bedrooms - two with en-suite full baths - provide generous accommodations. Step through the stone deck, and you're at the resort-style infinity-edge pool with its waterfall feature, framed by gorgeous perennial gardens, with a comforting outdoor shower close at hand.

250 Dans Hwy, New Canaan

248 Turtle Back Rd, New Canaan
$3,625,000
5 Beds ⋅ 6 Baths ⋅ 24178727 MLS
Classic New England architecture, beautifully proportioned interiors and exceptional privacy come together at 248 Turtle Back Road, a distinguished five-bedroom Colonial offering 5,291 square feet of living space in one of New Canaan's most desirable settings. Inside, the home is filled with warmth, character and natural light. The impressive great room features a vaulted beamed ceiling, creating a dramatic yet inviting space for everyday living and entertaining. An eat-in kitchen with center island, generous cabinetry and French doors is complemented by a dining room overlooking the gorgeous backyard, family room and den, providing both open gathering spaces and quieter places to retreat. Upstairs, the primary suite offers a private dressing room and en-suite bath, joined by three additional bedrooms, including an en-suite guest room. The fully finished walk-out lower level significantly expands the home's versatility with an additional bedroom and full bath, sunroom with wet bar, recreation room, office and exercise space. Outside, the home is set on 3.41 beautifully landscaped acres, where specimen plantings, mature trees, stone walls and terraces create a remarkable sense of privacy and established beauty. A circular drive, greenhouse and garage parking for 5 complete the property. Set just minutes from the heart of New Canaan, 248 Turtle Back Road pairs substantial, character-filled interiors with the privacy and scale that are rare to find this close to town.

248 Turtle Back Rd, New Canaan

25 Adams Ln, New Canaan
$5,195,000
6 Beds ⋅ 8 Baths ⋅ 24197551 MLS
On one of New Canaan's most coveted streets, 25 Adams Lane stands as a rare offering: exceptional architecture, extraordinary amenities, and the kind of warmth that cannot be built - only lived. Set on two glorious south-facing acres, the property commands one of the finest front lawns in town; a sweeping, softly grassed acre framed by mature flowering trees, and longtime home to the neighborhood's beloved annual Turkey Bowl. The fully enclosed backyard, bordered by a gently running creek and cathedral of mature trees, delivers the privacy of a country estate within one of New Canaan's most beloved neighborhoods. This spacious residence offers six bedrooms, six full and two half baths across four thoughtfully designed levels. Step inside to soaring 9-foot ceilings, extensive custom millwork, and windows positioned to flood every room with southern light. The open-plan kitchen anchored by two large islands and appointed with Sub-Zero, Wolf, and Thermador, rises to every occasion. Five fireplaces warm the principal gathering spaces, including a handsome paneled study ideal for working from home. The primary suite features a fully custom dressing room and stunning new bath (2025). A private sitting room with three walls of windows, suspended among the treetops, redefines what a home office can be. The finished third floor serves as playroom, studio, or guest quarters. The lower level delivers a nine-seat home theater, well-appointed gym, and wine cellar.

25 Adams Ln, 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

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