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$5,660,000
6 Beds ⋅ 8 Baths ⋅ 24125071 MLS
This exceptional Shingle Style Colonial blends form and function to inspire elegant everyday living. Set on a private 1.4-acre lot, it offers four levels of thoughtfully designed space by Daniel Conlon Architects with refined millwork details & finishes throughout. The main level features a two-story foyer, formal living and dining rooms, a chef's kitchen with walk-in pantry, and a great room opening to an expansive terrace overlooking the heated pool and spa. Highlights include a library, home office, 1st floor guest suite, and elevator. The primary suite offers a fireplace, spa-like bath, dressing room, and two walk-in closets. Three additional ensuite bedrooms and laundry complete the second floor. A flexible upper level includes a fifth bedroom/Flex room and large walk-in storage. The full walkout lower level offers a playroom, gym, full bath, wet bar, mudroom with direct access to the three-car garage, pool & terrace. All just minutes to downtown, train station, beaches and the many amenities Darien has to offer that make this gold coast community so desirable.

10 Stony Brook Rd, Darien
$5,650,000
4 Beds ⋅ 5 Baths ⋅ 24159054 MLS
Set on 1.79 gated acres in the heart of mid-country Greenwich, this extraordinary property offers a rare combination of complete privacy, refined elegance, and modern luxury living. Tucked far back from a quiet country road and within a neighborhood of $10+ million estates, this property unfolds like a private botanical retreat--featuring sweeping perennial gardens, flowering shrubs, magnificent specimen plantings, and expansive open lawns that create year-round beauty and serenity. Completely rebuilt in 2019, the sophisticated Colonial residence spans 5,417 square feet with 4 bedrooms and 5 baths, masterfully designed for both grand entertaining and comfortable everyday living.

129 Doubling Rd, Greenwich
$5,625,000
5 Beds ⋅ 7 Baths ⋅ 24167771 MLS
Just in time for summer-this exceptional property offers the ultimate in luxury living and outdoor enjoyment. Imagine relaxing poolside by your new heated pool and spa, surrounded by beautifully landscaped grounds and sweeping views of the golf course. Inside, the home is equally impressive. The expansive primary suite is a true retreat, featuring a private sitting room that opens onto a deck overlooking the pool-perfect for morning coffee or evening unwinding. The suite also boasts a beautifully updated bath and two spacious walk-in closets. The second level is thoughtfully designed with four additional en-suite bedrooms and a versatile playroom, offering comfort and privacy for family and guests alike. At the heart of the home is a stunning new gourmet kitchen, outfitted with top-of-the-line appliances including a Wolf range, two Sub-Zero refrigerators, a separate freezer, and three dishwashers-an entertainer's dream. The lower level is equally striking, featuring an elite gym, a playroom, and abundant open space for recreation and play-perfect for entertaining, relaxing, or staying active without ever leaving home. This remarkable colonial seamlessly blends elegance, comfort, and modern convenience-perfect for making unforgettable summer memories and beyond.

316 Mansfield Ave, Darien
$5,600,000
6 Beds ⋅ 9 Baths ⋅ 24116737 MLS
Convenience & sophisticated style is what you get with this ultra-chic 6 bedroom, 8.5 bathroom masterpiece perfectly sited on a picturesque 2 flat acres with 20x40 pool and private gate entry. Built with the best finishes In mind, you'll enjoy 10ft ceilings, flexible open floor plan, private office with French doors, formal rooms that flow seamlessly from one to another, and the ultimate dream kitchen featuring a gorgeous island with 2" countertop/ waterfall edge, chefs appliances, two dishwashers, custom walk-in pantry, wet bar, dramatic windowed breakfast area that opens to the family room overlooking the fabulous terrace and pool with spa. Exquisite millwork, wide plank floors, custom staircases, and cubie built-ins shows meticulous attention to detail. Absolutely spectacular primary bedroom with fireplace, vaulted ceilings, huge dual closets and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft curbless walk-in shower, soaking tub, 10ft floating vanity, and heated floors. (All bedrooms have en-suite bathrooms). Gorgeous mudroom with 2nd laundry and elevator that travels from bedroom level to the finished basement. This home has all the features for today's discerning buyer including Smart Home technology, Crestron lighting system, state of the art mechanical room, full house generator and setting the new standard in energy efficiency. Just Minutes to New Canaan's shopping and dining, Train Station, schools, fields, and Merritt Pkwy.

250 Carter St, New Canaan
$5,500,000
4 Beds ⋅ 6 Baths ⋅ 24147078 MLS
Town and Country. Enjoy the best of both worlds in a sun-drenched custom built single family home one block from Greenwich Avenue and all of its shops, restaurants and amenities. Thoughtfully designed with generously scaled rooms throughout, this 4 bed, 5.1 bath 4,000+ sf home features an open floor plan on the main living level, exposures in every direction, a variety of spaces to gather, and elevator to all floors. The kitchen includes top of the line appliances, a butler's pantry, and eat-in breakfast area. Upstairs, the peaceful primary suite features a separate sitting area, large bathroom, walk-in closet, and french doors to a Juliet balcony. Additional outdoor spaces include a rear yard with stone terrace and fireplace, covered front porch, and third floor rooftop deck with outdoor kitchen and fireplace. Attached 2-car garage. Low maintenance, easy, and convenient to literally everything. In-town living and utmost comfort.

15 Lexington Ave, Greenwich
$5,500,000
5 Beds ⋅ 8 Baths ⋅ 24108366 MLS
Experience extraordinary living in this sophisticated, estate-style majestic brick townhouse with slate roof - a truly unique custom-built home showcasing timeless elegance & impeccable architectural detail across 4 expansive levels. A gracious gated entrance opens to a charming cobblestone courtyard, setting the stage for an unmatched living experience. Inside, you'll find beautifully appointed formal living and dining rooms, both featuring elegant fireplaces & rich millwork. The heart of the home is the open-concept chef's kitchen, with a spacious breakfast area & inviting family room with coffered ceiling & fireplace. Walk out to the professionally landscaped brick patio, where you'll enjoy a built-in BBQ, outdoor fireplace, & covered seating areas-perfect for year-round entertaining. The luxurious primary suite is a private retreat, offering a cozy sitting area, fireplace, dual dressing rooms, & 2 spa-inspired ensuite bathrooms. 4 additional bedrooms-each with their own ensuite bath & walk-in closet-ensure ultimate comfort & privacy for family & guests. The home also features 3 dedicated home offices, ideal for today's flexible lifestyle, & an elevator. The impressive lower level is designed for entertaining & relaxation, featuring a fireplace, coffered ceiling, bar, wine cellar, billiards, & well-appointed exercise room. Professionally landscaped with mature trees & perennial gardens, offers exceptional privacy & natural beauty. An architectural masterpiece.

354 South Ave, New Canaan
$5,245,750
2 Baths ⋅ 24087343 MLS
Amodio & Co is pleased to present the sale of 17 Farmington Avenue, Plainville, CT - Olde Canal Plaza. This fully leased retail & office plaza offers an incredible NNN investment property in the heart of central Connecticut. Located at main the corner lit intersection of Rt-10, adjacent to CVS, Walgreens, Key Bank, TD Bank, U-Haul, and many others! Fully leased & stabilized NNN leases Diverse tenant roster, including medical office 34,194 sf on 3.01 acres, two buildings 158 parking spaces For Sale: $6,500,000

17 Farmington Ave, Plainville
$5,200,000
6 Beds ⋅ 6 Baths ⋅ 24175837 MLS
Exquisitely renovated center hall colonial set on two perfectly manicured acres at end of quiet, private cul-de-sac, offering exceptional space & timeless appeal for both everyday living & entertaining. Renovated in 2023 by ERI Building & Design, this stunning six-bedroom home with private office, four full & two half baths showcases impeccable craftsmanship & sophisticated design throughout. Dramatic open-concept kitchen features two oversized islands, walk-in pantry, Sub-Zero refrigerator & freezer, & an inviting breakfast area flowing seamlessly into soaring great room overlooking expansive rear lawn & tennis court with room for pool - perfect setting for gathering with family & friends. Light-filled sunroom provides ideal spot for relaxing with morning coffee while enjoying peaceful views of property. Designed for elegant entertaining, the home features gracious formal living room with fireplace, stunning bar & lounge area, wine pantry, & formal dining room with butler's pantry. Luxurious first-floor suite provides exceptional comfort & privacy for visitors. Upstairs luxurious primary suite with fireplace & spa-like ambiance, creates peaceful retreat. Four additional generously sized bedrooms feature beautifully appointed jack-jill baths. Private office just across hall creates ultimate work-from-home setting. Thoughtfully designed lower level provides flexible, ample space for gym or playroom. This truly exceptional home offering elegance & an unparalleled lifestyle.

27 Hillsley Rd, Darien
$5,200,000
5 Beds ⋅ 8 Baths ⋅ 24156548 MLS
Spectacular quintessential New England home in Darien has it all! Step into a world of refined elegance with this stately 8,000+SF Colonial masterpiece. Set back on nearly two acres of manicured grounds, boasting a custom 2021 Gunite pool, outdoor kitchen, new patio, huge backyard and firepit, this treasured residence is the ultimate venue for indoor & outdoor living and entertaining. The main level features a soaring 2-story foyer that transitions into a formal living room w/fireplace & stunning formal dining room w/ butlers pantry, wet bar, wine fridge & food pantry. Step into the chef's kitchen w/ 16ft marble island, Miele range, dual Sub-zeros & sun-drenched breakfast area. The kitchen flows into a massive family room w/ stone fireplace & adjoining sunroom w/ 25ft stone fireplace w/French doors to backyard & pool. There's a large, office w/ custom paneling & coffered ceiling, a mudroom w/built-ins, plus a full bath, a powder room and back staircase to upper level rooms. The 2nd floor primary suite is a private sanctuary, defined by 11-foot barrel vaulted ceilings, a fireplace, 2 walk-in closets and a spa-inspired marble bath w/double sink, soaking tub & steam shower. There are 4 additional en-suite bedrooms, a laundry room & open space for study/gaming. The 3rd floor has over 2,400sqft of storage/ potential living space!

7 Buttonwood Ln, Darien
$5,000,000
5 Beds ⋅ 8 Baths ⋅ 24157029 MLS
Welcome to 473 Hollow Tree Ridge Road in Darien - a custom built, stone and shingle Colonial set on 1.3 professionally landscaped acres offering exceptional indoor and outdoor living. This 5-bedroom smart home blends timeless architecture with extensive upgrades and modern technology throughout. The resort-style backyard features a pool with spa, pool house with nano doors, outdoor shower, custom outdoor bar, Lynx grill, fireplace, and covered patio. A slate roof, horseshoe driveway, whole-house 25kW Generac generator, and oversized 3-car garage with heated epoxy floors, built-ins, and wainscoting provide both convenience and peace of mind. The fully remodeled kitchen includes a Wolf range, additional wall oven, Sub-Zero double refrigerator/freezer, double islands with prep sink and second dishwasher, Negresco granite and quartz countertops, island seating, and a wet bar with glass dishwasher and ice maker. A paneled office, homework stations, guest/au pair suite with private access, oversized mudroom, laundry, and two powder rooms complete the main level. Upstairs, the primary suite features a renovated spa bath with heated floors, freestanding tub, oversized shower with rain head, and custom walk-in closets. Two additional ensuite bedrooms, a fourth bedroom with hall bath, game room with full wet bar, media room, and office/workstations provide flexible living.

473 Hollow Tree Ridge Rd, Darien
$5,000,000
5 Beds ⋅ 7 Baths ⋅ 24135730 MLS
Your Private Five-Star Resort in New Canaan: Experience the pinnacle of luxury at this 2-acre custom estate, where "vacationing at home" is your daily reality. Tucked behind commanding stone columns near the vibrant town center, this park-like sanctuary is framed by gorgeous stone walls and lush, professional landscaping and sited on a quiet cul-de-sac. The sun filled open-concept interior boasts 9'+ and vaulted ceilings, extensive millwork and gleaming hardwood floors, anchored by four fireplaces that radiate warmth and sophistication. At the heart of the home lies a breathtaking chef's kitchen featuring a legendary island with enough room for a large gathering and a dreamy walk-in pantry. The formal living room with gas fireplace and formal dining room with butler's pantry offer an easy flow for entertaining. With 5 bedrooms, 6.5 baths, a stately library and two additional offices, there is unparalleled space for both high-stakes productivity and total relaxation. The lifestyle continues outdoors with a sparkling pool and a private sports/tennis/pickleball court designed for endless summer afternoons. Whether hosting a grand gala or retreating to your private oasis, this property offers a seamless blend of modern elegance with New England charm.

89 Pastures Ln, New Canaan
$4,925,000
6 Beds ⋅ 9 Baths ⋅ 24132650 MLS
The beloved 1925 Elmstone Estate situated on over 4 acres in the heart of Ferris Hill has been lovingly restored w/ high-end finishes that blend original charm and modern-day luxury. A gated drive leads to a spectacular iconic stone home anchored by a breathtaking historic elm tree. A welcoming Dutch door leads to the expansive foyer. A second staircase leads to the masterfully designed custom kitchen w/ a generous butler's pantry and scullery. The family room with fireplace offers views of the large stone terrace and expansive gardens. The first level also includes four-season sunroom, elegant dining and living rooms each with a fireplace. A paneled library with picturesque privacy, built-ins and wet bar is the ultimate home office. Storage abounds throughout the home, including a large primary suite with an oversized marble bath, walk-in closet, fireplace, and Juliet balcony. A wide, gracious hallway, leads to four more bedrooms and one with its own oversized private balcony. Basement level is complete with a home gym, wine cellar/tasting room, sauna, fp, and large utility space. This scenic property includes a breathtaking two-story multi-use modern barn and professional garages with eight-car parking, entertaining, and living spaces. Beautifully landscaped pool w/ pool house has a full bath and outdoor kitchen. The tennis court is a private gem bordered by stone walkway & pergola. Your own private club and oasis, this is a generational country estate not to be missed!

114 Ferris Hill Rd, New Canaan
$4,850,000
8 Beds ⋅ 8 Baths ⋅ 170626681 MLS
Family Compound - Iconic Boulders Lodge on Lake Waramaug, Washington, CT. Discover a unique piece of American history with the extraordinary Boulders Lodge, an 8,000-square-foot masterpiece less than 2 hours from New York City, beautifully situated on 7 landscaped acres abutting the 516-acre Macriscostas Preserve along the stunning shores of Lake Waramaug in Litchfield County. Originally constructed in 1895 by acclaimed architect Ehrick Rossiter in the Adirondack large stone and shingle, post-and-beam style, and impeccably renovated in 2014, this remarkable property seamlessly blends historical charm with modern luxury, making it an ideal getaway, a permanent residence, or a family compound for generations. The Main House has 8 bedrooms/7.5 baths, large eat-in country kitchen w/ a fireplace, Great Room w/ a fieldstone fireplace, library w/ a fireplace & a family room w/ a wet bar. A large stone terrace w/built-in BBQ and 3 more porches overlook the lake. The 200 ft. of prime lake frontage has magical sunsets, a stationary dock & a 600 sq. ft. lakeside cabin, approved for a 2nd floor expansion to include a small kitchen, bath & family room. Also on the property, a separate Guest House offers potential for a 3-4,000 sq. ft. expansion. A 1-acre wide lawn is ideal for a tennis court &/or pool. The adjacent "Carriage House" is also available, offering an additional 7 bedrooms, a charming two-story barn, 3.2 acres, and another 100 feet of waterfront for ultimate family enjoyment.

387 Lake Rd, Warren
$4,800,000
5 Beds ⋅ 5 Baths ⋅ 24131779 MLS
Located on a peaceful cul-de-sac yet just minutes from town, the train, and top-rated schools, this stunning home offers the perfect balance of tranquility and convenience. Inside, you'll find high ceilings, beautiful moldings, custom built-ins, and an open floor plan designed for modern living. The large, renovated kitchen is a true centerpiece, featuring high-end finishes and generous space for cooking, dining, and gathering. The first floor also includes a beautifully updated living room, dining room, private office and a comfortable guest room, ideal for visitors or extended family. Upstairs, you'll find four spacious bedrooms, including a luxurious primary suite, plus a versatile great room perfect for a playroom, gym, or additional lounge space. Set on a full acre of landscaped, fenced-in property, the outdoor area is ideal for both relaxation and entertaining. Enjoy the heated pool, unwind by the outdoor fireplace, or host memorable gatherings in your private backyard retreat. This home combines elegance, comfort, and an unbeatable location.

6 Priscilla Ln, Darien
$4,800,000
6 Beds ⋅ 9 Baths ⋅ 24088088 MLS
UNDERSTATED GRANDEUR. UNFORGETTABLE LIVING. At the end of a quiet New Canaan cul-de-sac stands a rare blend of timeless elegance and modern livability. Architect-designed and set amidst landscape architect-crafted gardens, this stone and shingle estate is grand yet understated with every inch reflecting thoughtful design & refined materials. The gracious foyer leads to a sunlit living room, elegant dining room, and inviting family room-all with walls of windows that frame the breathtaking property. A stunning chef's kitchen awaits with luxury appliances, custom cabinetry, and rich stone countertops. Inside, six ensuite bedrooms and seven full and two half baths offer exceptional comfort and privacy. The main level is rich in architectural detail and warmth, with six fireplaces and seamless flow for everyday living or elegant entertaining. The lower level truly elevates the experience. Designed for memorable gatherings, this expansive space includes a custom wine cellar, full home theater with fireplace, billiards room, sauna, and a bespoke bar that rivals any private club. Stone patios, lush lawns, and an outdoor fireplace set the scene. The pool and its beautifully appointed pool house-with a full kitchen-offer resort-style relaxation. A separate guest house complete with its own garage is perfect for extended stays. Sited high to capture long, leafy views, this estate invites you to slow down, soak it in, and savor every moment. Just minutes to town, yet a world away.

17 Wardwell Dr, New Canaan
$4,795,000
4 Beds ⋅ 5 Baths ⋅ 24166713 MLS
Modern Architectural Masterpiece - Nestled on 1.77 acres of lush, verdant grounds, this custom 2014-built estate is a triumph of contemporary design and sophisticated luxury. Spanning 5,630 square feet, the residence strikes a perfect chord between avant-garde architecture and residential warmth, characterized by soaring ceilings, premium finishes, an abundance of natural light and a Geo-thermal efficient energy system with radiant heat floors throughout. The meticulously curated interior features an open concept floorplan with generously proportioned rooms, four ensuite bedrooms, providing an unrivaled level of privacy and comfort for family and guests alike. While the indoor living spaces transition gracefully from formal galleries to casual retreats, the exterior is a true resort-style sanctuary. The expansive acreage boasts a heated pool, a discreet in-ground trampoline, Large terraces with fireplace and built-in BBQ's and a stylish pool house with kitchen, bath, stone fireplace and sleeping loft, all overlooking the serene, shimmering waters of a spring-fed pond. Complete with a detached 3-car garage and state-of-the-art systems, this modern gem offers a rare lifestyle opportunity within a community world-renowned for its prestigious schools and refined suburban charm.

24 Llewellyn Dr, New Canaan
$4,795,000
5 Beds ⋅ 6 Baths ⋅ 24164236 MLS
Set on nearly 2 private acres in coveted northern Darien, this exceptional custom Colonial offers refined living with timeless design and superior craftsmanship throughout. Detailed with exquisite custom moldings, the home exudes elegance in every space. A dramatic step-down living room with fireplace creates a warm and inviting atmosphere, while the spacious formal dining room is perfectly complemented by an adjacent butler's pantry-ideal for effortless entertaining. A richly appointed library with its own fireplace provides a quiet retreat. The gourmet kitchen opens seamlessly to a generous family room with fireplace, forming the heart of the home, and is supported by two conveniently located powder rooms. Upstairs, a second family room offers additional flexible living space, an office and five well-proportioned bedrooms and four full baths, including a luxurious primary suite. The lower level is designed for both recreation and lifestyle, featuring a walk-in wine cellar, a large level playroom/craft room with double sinks, and a dedicated workout room. Outdoors, the professionally landscaped grounds provide a private oasis with a beautiful pool and an outdoor fireplace-perfect for relaxing and entertaining year-round. Complete with a three-car garage, this remarkable property combines elegance, comfort and functionality in one of Darien's most desirable settings.

74 Salisbury Rd, Darien
$4,750,000
6 Beds ⋅ 6 Baths ⋅ 24167376 MLS
This quintessential colonial sits on a quiet cul-de-sac only minutes from town. The main level consists of an updated kitchen, multiple family/living rooms that serve as functional gathering spaces with three wood burning fireplaces, a dining room, two powder rooms and a large three car garage. Front and back staircases lead you up to six bedrooms which includes a primary bedroom with gas fireplace and four full bathrooms. Finished lower level is perfect for a playroom/theater room with a gym and workshop. French doors lead you out back where you will find a large saltwater pool with a beautifully landscaped lawn, a new fence and an outdoor firepit - the perfect space to entertain. New roof in 2025. Don't miss this meticulously maintained home!

8 Haskell Ln, Darien
$4,750,000
6 Beds ⋅ 7 Baths ⋅ 24164395 MLS
Set along a picturesque stretch in one of Darien's most sought-after neighborhoods, 234 Brookside Road offers a rare blend of timeless architecture, privacy, and modern comfort. Surrounded by mature trees and beautifully landscaped grounds, this exceptional property provides a serene, retreat-like setting just minutes from town, top-rated schools, and the coastline. This HOBI award-winning residence welcomes you with a gracious entry that opens into expansive, light-filled interiors designed for both elegance and ease. A thoughtfully planned, free-flowing layout connects formal living and dining rooms-ideal for entertaining-with inviting casual spaces suited to everyday living. The well-appointed kitchen serves as the heart of the home, featuring high-end appliances and seamless flow to family gathering areas and outdoor living spaces. Upstairs, the tranquil primary suite features a vaulted ceiling, dual walk-in closets, and a spacious spa-inspired bath. Each of the four additional bedrooms offers an en suite bath, ensuring comfort and privacy for family and guests. Complementing the approximately 5,700-square-foot main house is a fully equipped 1,100-square-foot guest house with living and dining areas, a full kitchen, a wood-burning fireplace, and a private suite with a full bathroom. Set on 1.4 level acres, the outdoor spaces include a gunite pool and spa, outdoor kitchen, and fireplace-perfect for entertaining or relaxing in complete privacy year-round.

234 Brookside Rd, Darien
$4,700,000
6 Beds ⋅ 7 Baths ⋅ 24180326 MLS
Private New Canaan Oasis: Bespoke Luxury can be found in this modern version of a traditional centerhall colonial in prestigious New Canaan's West School district. This custom-built Lukes Wood estate underwent a spectacular renovation by Award-winning RR Builders, updating the sophisticated main residence to over 7,000 square feet of turnkey luxury. The expansive floor plan boasts 6 generously appointed bedrooms - each featuring an ensuite bath and walk-in closet alongside elegant formal living and dining rooms, a private office, a wine cellar, a butler's pantry, and a finished walk-out lower level with a full bath. At the heart of the home, a fully appointed chef's kitchen with a double island and professional-grade appliances flows into a sun-drenched breakfast room and a magnificent great room, which showcases a floor-to-ceiling stone fireplace, cathedral ceilings, and rustic beams. French doors transition seamlessly to an outdoor sanctuary featuring a 45' x 22' heated gunite pool, an expansive terrace, a pavilion with a firepit, private walking trails, plus a custom-built barn that offers additional space for cars, equipment, a gym, art studio, or large office space delivering an unparalleled, ultra-private retreat close to New Canaan's top-tier schools and vibrant community.

81 Lukes Wood Rd, New Canaan
$4,700,000
5 Beds ⋅ 8 Baths ⋅ 24165514 MLS
Located on one of New Canaan's most desirable streets, here's a home that immediately feels welcoming from the moment you arrive. Its sophisticated style and understated elegance create a quiet sense of calm the moment you walk through the doors. Filled with natural light and designed for both everyday living and elegant entertaining, this exceptional property offers timeless appeal in a beautifully private setting, just moments from town and perfectly positioned for both privacy and convenience. Professionally landscaped grounds with specimen trees further enhance the home's sense of beauty and privacy. Soaring ceilings and airy, light-filled rooms flow naturally from one to another, while elegant French doors open to a lushly landscaped courtyard, allowing the fountain and sparkling pool to become an extension of the living spaces. The formal living and dining rooms flow naturally into the airy eat-in kitchen with two chef's islands and dual ovens to a family room with a soaring cathedral ceiling and dramatic fieldstone fireplace, equally suited for intimate evenings by the fire or relaxed entertaining with family and friends. Radiant heated stone floors add warmth and comfort throughout the home's thoughtfully designed living spaces.

146 Lambert Rd, New Canaan
$4,700,000
5 Beds ⋅ 6 Baths ⋅ 24165312 MLS
Step into timeless sophistication at this breathtaking Neoclassical estate, ideally located on over 4 pristine acres in one of New Canaan's most sought-after locations. Offering 6,557 square feet of beautifully refined living space, this extraordinary home effortlessly balances classic architectural elegance with the comforts of modern luxury. Thoughtfully redesigned and expanded between 2010 and 2017, the main residence features 5 spacious bedrooms and 4.1 bathrooms, alongside formal living and dining rooms, a chef-inspired kitchen, a sunlit mudroom, and multiple inviting family and gathering spaces. Every room showcases meticulous craftsmanship, bespoke millwork, and exceptional finishes-designed for both everyday living and elegant entertaining. A charming detached carriage house adds even more flexibility, perfect as a guest retreat, home office, fitness studio, or private residence for in-laws or an au pair. It includes its own bedroom, full bath, kitchen, and living area. Outside, the estate unfolds into sweeping lawns, curated gardens, specimen trees, and beautifully designed hardscapes, including a sparkling pool and spa. With top-to-bottom improvements-new windows and doors, updated utilities, a re-sealed roof, and more-this home is as turnkey as it is timeless. This is a rare opportunity to own an iconic and serene legacy property in the heart of New Canaan-an estate that truly must be seen to be appreciated.

1191 Oenoke Rdg, New Canaan
$4,700,000
6 Beds ⋅ 8 Baths ⋅ 24157440 MLS
Welcome to 66 Stanton Road. Set on 1.34 landscaped acres, this classic 1938 clapboard colonial blends architectural charm with thoughtful updates, including a full renovation and expansion completed in 2009. Designed for effortless living and entertaining, the home offers refined formal rooms and relaxed gathering spaces. A gracious foyer with sweeping curved staircase is flanked by sunlit living and dining rooms. The open kitchen and family room anchor the home, featuring Wolf and Sub-Zero appliances, double ovens, a walnut island, generous pantry, and casual dining area. A vaulted, wood-paneled family room with exposed beams, fireplace, and a wall of windows overlooks the backyard. A wet bar with second dishwasher and built-in desk sits just off the kitchen. Upstairs, the spacious primary suite offers a vaulted ceiling, dressing area, reading porch, and spa-like bath with steam shower and soaking tub. Five additional bedrooms include two en suites and a Jack-and-Jill layout, plus a flexible lounge/study area and walk-up attic storage. The lower level includes a bar, fireplace lounge, climate-controlled wine room, and full gym. Outdoor living shines with a screened porch, patio with grill, and a recently added gunite pool with spa and electric cover. Lush lawns and vibrant plantings create privacy and seasonal color for both quiet enjoyment and lively gatherings.

66 Stanton Rd, Darien
$4,650,000
5 Beds ⋅ 6 Baths ⋅ 24134303 MLS
Discover New Canaan as it was meant to be. This stunner on coveted St. John's Place was built in 1910 and occupied by the same family for 44 years. Every year, the home was improved, and stands today as a testament to the labor of love built and cared for over four decades. Fully modernized to today's high standards with hints of its storied history as one of the loveliest homes in New Canaan. This quintessential home boasts classic cedar shingle siding and roof, high ceilings, 4 wood-burning fireplaces, bay windows, custom plantation shutters and beautiful wainscoting and molding throughout. Prime location on St. John's Place, steps from Elm and Park Street and bordering God's Acre. The picturesque property abuts ACRES of wooded conservation land with a charming, tucked-away pool surrounded by lush plantings and trees. Militantly maintained interiors lovingly updated with four en-suite bedrooms PLUS versatile library/office space with enchanting private spaces throughout this gracious home.

71 Saint Johns Pl, New Canaan
$4,600,000
5 Beds ⋅ 6 Baths ⋅ 24156751 MLS
Ideally situated between the coveted town centers of Darien and New Canaan, this exceptionally and recently completely redesigned colonial rests on 2.4 acres of pristine, park-like grounds. Enveloped by a perimeter of mature trees, a rare sense of serenity is felt upon arrival. Finished with an uncompromising attention to detail, a sophisticated design aesthetic and superior craftsmanship throughout, curated to deliver both timeless elegance and modern comfort. The heart of the home is a stunning chef's kitchen complemented by a walk-in butler's pantry and an exquisitely appointed bar. Expansive walls of glass bathe the interiors in natural light while seamlessly connecting indoor and outdoor living. Large family room, living room and dining rooms are part of the open floor plan. French doors open to an impressive flagstone terrace - the perfect setting for al fresco dining, sunset gatherings, and tranquil mornings overlooking the private grounds. A dramatic recreation room with soaring cathedral ceilings provides a striking architectural statement and an abundance of space for leisure and relaxation. The oversized three-car garage offers generous storage and flexibility to accommodate today's lifestyle needs. A luxurious master and additional 3 bedrooms complete the second flr. A 5th Bedroom can be found on the third flr. 15 Marianne Rd represents a rare opportunity to acquire a meticulously renovated estate where luxury, privacy, and location converge in perfect harmony.

15 Marianne Rd, Darien
$4,600,000
5 Beds ⋅ 7 Baths ⋅ 24113848 MLS
A stately approach evokes the grandeur of this elegant five bedroom Colonial. Perfectly sited on two park-like acres in a premier west side cul de sac location, the refined luxury, classic details and serene decor will delight anyone looking for something truly special. This home embodies gracious sophistication with comfortable living. Light filled formal and informal rooms feature high ceilings, six fireplaces, custom crafted millwork, exquisite chef's kitchen, en-suite bedrooms and primary suite with marble bath to rival any five-star hotel. Outdoor living is equally elegant with mature landscaping, stone walls, gorgeous flower gardens, bluestone terrace, built-in grill and firepit as well as an 8 foot inground spa . For additional enjoyment, the airy lower level offers a gym and custom media/recreation area with fireplace. With over 7900 Sq Ft of finished living area, this beautiful home has the perfect blend of space for every lifestyle. Just minutes from town and privately nestled in a great neighborhood perfect for strolling, biking and making new friends.

44 Reeder Ln, New Canaan
$4,600,000
4 Beds ⋅ 6 Baths ⋅ 24104974 MLS
Tucked discreetly at the end of a long, private drive in coveted mid-country Greenwich, this masterfully renovated Colonial offers a harmonious blend of heritage architecture and sophisticated modernity. Designed to accommodate both grand-scale entertaining and intimate daily living, the residence unfolds across three levels and over 7,000 square feet of meticulously curated interiors. The home's arrival sequence sets a gracious tone-guests are welcomed by a soaring two-story foyer with front-to-back sightlines that open to a sun-washed terrace and lush landscaped grounds. Abundant natural light spills in through expansive windows, illuminating custom millwork, bespoke cabinetry, and elegant detailing throughout. At the heart of the home, a newly designed gourmet kitchen, crafted for the discerning chef, features state-of-the-art appliances and a seamless connection to a generous family room. The adjacent great room, with its dramatic double-height ceilings and wood-burning fireplace, serves as a striking centerpiece for gatherings both casual and formal. A richly appointed home office, complete with custom built-ins and its own wet bar, offers a distinguished workspace, while a flexible main-level suite provides optional first-floor bedroom accommodations. Defined by grand ceiling heights across all levels and the luxury of all town utilities. Upstairs, the serene primary suite offers a true sanctuary: a private fireplace lounge, two custom-fitted closets

34 Edgewood Dr, Greenwich
$4,597,500
5 Beds ⋅ 7 Baths ⋅ 24161616 MLS
Set at the end of a coveted Fox Hill cul de sac on a private 1 acre lot, this spectacular 5 bedroom, 6 bath home offers an exceptional lifestyle defined by luxury, comfort, and effortless entertaining. Completely redesigned, the home is surrounded by open, beautifully manicured grounds with a premium lawn and expansive feel, combining privacy and serenity with a setting that feels both special and inviting. Designed for modern living, the home features four fireplaces, a stunning chef's kitchen with soaring ceilings, a statement center island, and high end appliances, as well as a private home office, theater room, gym with sauna, and a first floor in law suite with full bath. Outside, the resort style backyard is the ultimate private retreat, complete with a pool, hot tub, outdoor fire pit, and expansive mahogany deck for seamless indoor outdoor living. Warm, inviting, and beautifully designed, this is a rare opportunity to own a private oasis in one of Darien's most sought after locations.

21 Fox Hill Ln, Darien
$4,555,000
5 Beds ⋅ 8 Baths ⋅ 24126368 MLS
Luxury New Construction in the Heart of New Canaan! Coming Soon 2026! Experience the finest in modern living with this exceptional new home by Kaeser Custom Homes, renowned for quality craftsmanship and timeless design. Ideally situated between South Ave and South School, this elegant residence offers the perfect blend of neighborhood, convenience, and luxury-with sidewalk access to town for ultimate enjoyment. Spanning over 6,200 square feet across four beautifully finished levels, this 5 ensuite bedroom, 6 full and 2 half-bath masterpiece is thoughtfully designed for both everyday living and stylish entertaining. Highlights include: Gourmet chef's kitchen with top-tier appliances opens to a spacious family room with a fireplace. Luxurious primary suite with personal sitting room, spa-like bath and walk-in closet. Private home office, formal dining, and flexible living spaces. Finished lower level ideal for a gym and media room. Set on a picturesque lot with professionally landscaped grounds, this home is a rare opportunity to own a newly built property in one of New Canaan's in-town neighborhoods.

25 Gower St, New Canaan
$4,510,000
6 Beds ⋅ 7 Baths ⋅ 24120889 MLS
Set on 2.28 beautifully landscaped acres in a premier neighborhood, this stunning Colonial showcases custom millwork, soaring windows, and sun-filled spaces throughout. Offering 6 spacious bedrooms and 5.2 baths, the home balances both formal elegance and relaxed living. The heart of the home is the gourmet kitchen-with top-of-the-line appliances, a large island, custom cabinetry, and butler's pantry which flows seamlessly into the family room with fireplace and opening to a terrace overlooking the spectacular fenced backyard. Entertain in style with a handsome library including fireplace and custom features, elegant living and dining rooms, and an outdoor oasis with heated pool, spa, and sweeping lawns. The luxurious primary suite features three walk-in closets, a coffered ceiling, custom built-ins, and elegant bath. Four additional generous bedrooms: two of which are ensuite with walk-in closets, an office option, and a convenient laundry complete the second floor. An expansive finished third floor offers space for pool table, games and multiple seating areas, while the lower level provides a rec/play room with fireplace, full bath, bedroom, exercise room, and private patio walkout-ideal for an in-law or au pair suite. A three-car garage, large mudroom and multiple aesthetic and mechanical upgrades throughout complete this versatile, breathtaking home.

340 Turtle Back Rd, New Canaan

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