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$2,895,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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 dramatic living and dining areas feature soaring vaulted ceilings and expansive windows that frame breathtaking vistas and flood the interiors with natural light. The first-floor primary suite offers a private sanctuary with a spacious walk-in closet and dressing room. Three additional bedrooms provide generous accommodations, while the fabulous lower-level great room opens directly to the terrace and pool area and features an entertainment bar-perfect for relaxed gatherings and entertaining. Multiple outdoor living spaces take full advantage of the home's beautiful natural setting. A stunning infinity-edge pool with waterfall creates a resort-like focal point, complemented by an outdoor shower, expansive terraces and gorgeous perennial gardens. A truly special home offering privacy, dramatic views and exceptional modern living.

250 Dans Hwy, New Canaan
$4,000,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24178727 MLS
Welcome to a property where a collector's garden of Japanese maples, rhododendrons, and azaleas - in every shade from gold to crimson to blush pink - announces something extraordinary before you've even reached the front door. A circular drive leads to this classic New England white Colonial, set on nearly three and a half acres on prestigious Turtle Back Road, where grounds shaped with the care of a private arboretum unfold: flagstone terraces, fieldstone walls, and specimen plantings set against a canopy of mature trees. From its copper roof to its storied gardens, every element of this five-bedroom, six-bath New Canaan property feels distinctive. With nearly 5,200 square feet of living space, the home offers generous accommodations while maintaining real warmth and character. Positioned to embrace its surroundings, sun-filled interiors and tranquil views from nearly every room create a seamless connection between indoors and out. Whether entertaining on a grand scale or savoring the simple pleasures of everyday life, the property offers a rare sense of space, comfort, and retreat. Just minutes from the heart of New Canaan, this exceptional home provides easy access to downtown amenities, award-winning schools, parks, and Metro-North - while feeling worlds away from it all. Seldom does a property offer such a rare combination of privacy, beauty, and one of Fairfield County's most sought-after addresses.

248 Turtle Back Rd, New Canaan
$5,195,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 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
$4,595,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24203624 MLS
A remarkable home where historic charm has been completely reimagined for modern living, set on over two acres in one of New Canaan's most coveted locations. Impeccably cared for and thoughtfully updated throughout, this stately residence offers over 7,000 square feet of beautifully appointed interiors with six bedrooms, six-and-a-half bathrooms, custom millwork and moldings, soaring ceilings, and exceptional attention to detail. A welcoming entry and adjoining office open to an elegant living room with double-sided gas fireplace and formal dining room with butler's pantry. Designed equally for effortless entertaining and everyday living, the heart of the home is an extraordinary custom kitchen with ample storage opening to an impressive, light-filled family room. Multiple French doors extend the living spaces outdoors to the rear porches, sweeping lawns, and pool. A powder room, two bedrooms, full bath, and mudroom provide added flexibility on the main level. Upstairs, the luxurious primary suite is a true retreat with fireplace, balcony, spa-like bath, and three walk-in closets. Three additional bedrooms, three bathrooms, a second family room, and laundry room complete the second level. The lower level offers additional living space with a bonus room, access to the three-car garage, and a fabulous cabana room with wet bar, updated full bath, and sliding doors opening directly to the pool for effortless summer entertaining.

125 West Rd, New Canaan
$8,747,000
7 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24199897 MLS
FrogPond Estate is New Canaan's most striking modern Scandinavian offering-an architectural achievement set on 2.25 private acres just moments from town and train. With 11,836+ sq. ft. of sunfilled, designdriven living space, this 7 bed, 9.5bath custom residence delivers soaring 12ft ceilings, bespoke millwork, designer lighting, and walls of glass that erase the line between indoors and out. A showstopping doubleisland gourmet kitchen anchors the open main level, perfect for quiet daily living or largescale entertaining. The estate's fully independent 1,190 sq. ft. Cottage-with separate address and utilities-adds a private bedroom, office, full bath, island kitchen, laundry, and a flexible loft ideal for guests, extended family, staff, or professional use. Thoughtfully scaled yet beautifully finished, it elevates FrogPond into a true multidwelling compound. Pool is open. Landscaping complete. Showready today. A rare modern sanctuary-private, polished, and unlike anything else in the market. This is the listing buyers will clear their schedules to see.

259 Frogtown Rd, New Canaan
$950,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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
$950,000
ACTIVE Status ⋅ 24186029 MLS
A rare opportunity to own a beautiful 1-acre property on the sought-after west side of town in one of New Canaan's most desirable neighborhoods. The existing residence offers renovation potential, while the exceptional lot provides the ideal setting to build a custom home. Enjoy the perfect balance of privacy and convenience with easy access to downtown New Canaan, the Merritt Parkway, shopping, dining, parks, and top-rated schools. Please do not walk the property without a confirmed appointment.

158 Spring Water Ln, New Canaan
$2,495,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24181415 MLS ⋅ Oenoke BLDG.
Rarely offered and just moments from the heart of New Canaan, this beautifully renovated three-bedroom residence offers exceptional comfort, convenience, and timeless style. Set in the intimate Oenoke Lane community, the home has been extensively renovated and thoughtfully improved over the years, creating spaces that feel both elegant and effortless. A desirable end unit with an east-west orientation, the home is filled with natural light and enjoys exceptional privacy, enhanced by protected Land Trust property directly across the street. Sunlight fills the gracious living and dining rooms, while the beautifully reimagined kitchen serves as the heart of the home, featuring quartzite countertops, custom cabinetry, banquette seating, Wolf, Bosch and Sub-Zero appliances, and radiant heated floor. Sliders from the living room, dining room, and kitchen open to a private terrace, creating a seamless connection between indoor and outdoor living. A private elevator provides access to all three levels. Upstairs, the primary suite features a custom dressing area, built-in workspace, and beautifully renovated bath with radiant heated floor. An additional bedroom offers flexibility for guests, family, or office space, while the lower-level bedroom includes built-ins and an en-suite bath with radiant heated floor, ideal for guests or a private retreat. PLEASE NOTE TAXES LISTED ABOVE ($26,201) ARE FOR 145 AND 147 OENOKE LANE COMBINED. QUARTERLY ASSOCIATION FEE INCLUDES TAXES.

145 Oenoke Ln, New Canaan
$8,250,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24184237 MLS
190 Brookwood Lane is set in one of New Canaan's most unique and desirable residential settings - a bucolic landscape of rolling meadows, mature woodlands, and gently flowing streams set on just over 3 acres of quintessential New England beauty. Situated in the heart of New Canaan, the property offers a peaceful and established neighborhood setting where quiet roads, mature trees, and estate-scale properties create an atmosphere increasingly difficult to replicate. This extraordinary proposed residence blends timeless New England architecture with refined modern living. Designed by Tanner White Architects as the quintessential New Canaan colonial with gracious proportions and exceptional scale, the home is envisioned with approximately 7,500 square feet across the first and second floors, including expansive entertaining spaces, dramatic 10-foot ceilings on the main level, generously scaled bedrooms, and seamless indoor-outdoor living throughout. The proposed floor plan includes 6 bedrooms, 8 bathrooms, 3-car garage, and pool with the opportunity to finish attic and lower-level spaces for more than 10,000 total square feet. The oversized homesite provides exceptional flexibility for estate level outdoor amenities while maintaining tremendous privacy and natural beauty.

190 Brookwood Ln, New Canaan
$21,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24170927 MLS
Sophisticated Center Hall Colonial totally renovated and expanded in 2008. Arched detailed interior doorways, enormous gourmet kitchen with several chef stations, sinks, 2 dishwashers, calacatta gold marble counters and high end appliances provides the hub where friends & family enjoy gathering. The welcoming great room with coffered ceiling, French doors & fireplace leads to flagstone terrace with outdoor fireplace for indoor/outdoor entertaining. A 2-story solarium offers picturesque seasonal views and overlooks spectacular private property with heated pool, cabana & stream beyond. Luxurious master suite with dressing room & marble bath, rear staircase, finished walk-out lower level, generator, garages for 4 cars and so much more. Located close to restaurants, shopping and commuting. Additional 1,800 sq ft in finished lower level with full bath. Tenant to use landlord's service providers.

490 Lost District Dr, New Canaan
$599,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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
$4,700,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24161583 MLS
Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living spaces anchored by three fireplaces. A seamless connection between the chef's kitchen and family room creates the heart of the home, designed for both everyday living and effortless entertaining. The kitchen is fully equipped with a six burner Wolf gas range, second Wolf oven, Miele dishwasher, Sub Zero refrigerator and freezer, wine cooler, beverage drawers, marble island, and double sinks. Beyond the main residence, the estate continues to impress. A separate antique guest house with full kitchen, 3 bedroom and 1-1/2 bath provides ideal accommodations for extended family or guests. The heated gunite pool and pool house, added in 1991, offer a true retreat setting, complete with a party room, kitchen, bedroom, bath, and sauna for a resort like experience. A rare opportunity to own a private New Canaan estate with exceptional grounds, flexibility of living, and proximity to town.

537 Oenoke Rdg, New Canaan
$2,495,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24169441 MLS
Updated to perfection, this classic 5-bedroom Connecticut Colonial offers over 5,500 square feet of curated living space, harmoniously positioned on a private, sought-after cul-de-sac within an enclave of 4+ acre estates. The residence unfolds with a sun-drenched brand new chef's kitchen featuring custom cabinetry, premium quartz countertops, and high-end appliances, all flowing through floor-to-ceiling glass sliders to an expansive deck and a grand family room anchored by a stately fireplace. A sophisticated main level offers a formal dining room, elegant living room, and a bespoke private office with picturesque views of the park-like grounds. Upstairs, the primary suite serves as a sanctuary with a dedicated sitting room and new spa-inspired bath, while a separate private-entry in-law suite provides a secluded fifth bedroom and sitting area for ultimate versatility. The newly finished 1,700-square-foot walk-out lower level elevates entertaining with a massive media/playroom, an additional family room, and potential for a custom wine cellar-all just minutes from the vibrant New Canaan town center, top-tier schools, and the Metro-North train.

171 Proprietors Xing, New Canaan
$3,995,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24169909 MLS
Ideally located on a private lot in close proximity to public and private schools, 25 Hillcrest Rd. is located on a low traffic street on New Canaan's lower west side within minutes of the Merritt Parkway, Talmadge Hill train station and down town New Canaan. Spanning close to 8,000 sq ft, the transitional floor plan masterfully blends open concept spaces with more intimate, private spaces. Featuring 9' ceilings throughout and a clean, contemporary design aesthetic, the gracious home is perfect for entertaining large crowds while at the same time comfortable for everyday living. Entering through the custom designed front door, you are welcomed by a grand foyer with unobstructed views through the living room to the private backyard. As you move through the home, the centrally located family room is connected to both the large formal dining room and the gourmet kitchen which is flooded with natural light through six over sized windows. Featuring a clean, white design aesthetic the kitchen is as functional as it is beautiful. With a large 8.5' island coupled with two sinks and two dishwashers, prep and clean-up is easy. The adjacent pantry with lots of cabinetry and mudroom provide a place for everything, keeping the main living area neat and tidy. Not to be missed on the 1st floor is the large en suite guest bedroom (which could also serve as the primary bedroom) and a large private office.

25 Hillcrest Rd, New Canaan
$2,495,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24136291 MLS
Behind the gates of the once star-studded estate lies a rare opportunity to create a legacy property in one of New Canaan's most peaceful and desirable settings. Part of the former storied estate once associated with famous actors, musicians, and industrialists, the property carries a sense of history and character rarely found in today's land offerings. Set on over four flat acres with mature trees, this unique property offers an increasingly rare combination of privacy and beauty minutes from downtown New Canaan, NYC train service, and walkable to nearby Clubs. The land itself is the true standout: level, framed by large mature trees, creating an ideal canvas for a homesite that has been approved for a six-bedroom septic system. Electric utility infrastructure has been installed, significantly shortening the path toward development. An added perk is a Nature walking trail through recently restored acre of improved wetlands Unlike a typical land offering, buyers have the opportunity to collaborate with an experienced builder/design team to help streamline the process. Options may include building a fully custom residence or working from thoughtfully developed architectural concepts tailored specifically for the property and setting. Part of a limited collection of estate homesites that will ultimately define one of New Canaan's most compelling settings.

48 Brookwood Ln, New Canaan
$2,495,000
ACTIVE Status ⋅ 24136296 MLS
Build your home in one of New Canaan's most desirable and picturesque settings. Set on over two acres of gently rolling land with mature trees and exceptional privacy, this special homesite is just minutes from town, train to NYC, and walkable to the Country Club of New Canaan. Part of the former star-studded estate on Brookwood Lane, the property is located along a bucolic and quiet dead-end lane that epitomizes tranquility and convenience. Unlike a typical land offering, buyers have the opportunity to collaborate with an experienced builder/design team to help streamline the process. Options may include building a fully custom residence or working from thoughtfully developed architectural concepts tailored specifically for the property and setting. Part of a limited collection of estate homesites that will ultimately define one of New Canaan's most compelling settings. Select homes and additional offerings within this Brookwood Lane development will be introduced over time, creating a cohesive and highly curated residential setting. The homesite has already been approved for a six-bedroom septic system, and electric utility infrastructure has been installed, providing an increasingly rare level of readiness and reducing uncertainty for future development. An open canvas in a rarely available ultimate location.

122 Brookwood Ln, New Canaan
$1,625,000
ACTIVE Status ⋅ 170006083 MLS
Beautiful 2 acre lot with meadow and gently flowing stream. Close to town on West Side location. Access to property from Welles Lane.

470 Frogtown Rd Unit Lot 2, New Canaan
$1,625,000
ACTIVE Status ⋅ 170006077 MLS
Beautiful 2 acre lot with meadow and gently flowing stream. Close to town on West Side location.

470 Frogtown Rd Unit Lot 1, New Canaan
$6,595,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24124919 MLS
Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and sun-drenched spaces throughout. Spanning over 11,000 square feet, with an additional 4,000SF+ lower level, with 6 bedrooms, 7.2 baths on 4.7 acres with room to add a custom pool, step inside to discover a seamless blend of ultimate privacy and modern luxuries throughout 4 finished levels. Immerse yourself in the serenity just 5 minutes to downtown New Canaan and an hour to NYC, where luxury and tranquility converge in perfect harmony.

62 Summersweet Ln, New Canaan
$25,500,000
9 Beds ⋅ 14 Baths ⋅ ACTIVE Status ⋅ 24103956 MLS
Clark House, a legacy property with extraordinary provenance, was re-imagined by design legends Delphine and Reed Krakoff, adding their imprimatur of spare modern elegance. Reminiscent of a French hunting lodge and built like a fortress from steel and concrete in 1937, the property was purchased as a country residence by copper heiress Huguette Clark, and remained unoccupied and untouched until a 2014 transformation. The volume of the rooms, soaring ceilings, proportion of the windows and quality of light create a sense of serenity and openness. Stately yet modern, this is a house that can be lived in with comfort and ease. Adjacent to the dining room gallery is a walled garden with a custom pavilion for entertaining. The 52 acres were transformed in collaboration with noted landscape architect Perry Guillot into a private park with a dramatic meandering approach, a great lawn, and woodland trails amongst streams and waterfalls. A 60 x 22 pool and tennis court were also added. At the discrete entrance to the property are twin cottages; a caretaker residence and a gym. Privacy and proximity to NYC and airports along with this caliber of property make this a world class offering and a rarity by any standards.

104 Dans Hwy, New Canaan

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