Refine Search
Sort by
7 Buttonwood Ln, 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

25 Dialstone Ln, Greenwich
$5,200,000
6 Beds ⋅ 8 Baths ⋅ 24131024 MLS
Experience exceptional craftsmanship in this new construction 6-bedroom, 6.2-bath home on a desirable Riverside cul-de-sac. Spanning over 6,500 sq. ft. across four levels, this thoughtfully designed residence blends luxury, comfort, and convenience. The main level features 10-foot ceilings, white oak floors, and a dramatic double-height family room with a gas fireplace. The show-stopping eat-in kitchen anchors the home, complemented by a formal dining room with wet bar, living room with fireplace, and private office. Upstairs, the primary suite impresses with vaulted ceilings, dual walk-in closets, a fireplace and a spa-like bath. Four additional bedrooms each with a walk-in closet-and three bathrooms complete the upper floors. The finished lower level offers a family room with fireplace, wet bar, gym, and en suite bedroom. Outside, enjoy a private oasis with a fire pit, motorized pergola, and room for a pool. Only minutes from schools, train, parks, and Old Greenwich village.

25 Dialstone Ln, Greenwich

36 Maple Ave S, Westport
$5,199,000
6 Beds ⋅ 7 Baths ⋅ 24165045 MLS
Beautiful Georgian Colonial style home in desired Greens Farms neighborhood design by renowned architect Judith Larson. A fabulous Redcoat design team make this home a must, perfect for todays's lifestyle with a classic feel. This 6 bedroom residence is set on a flat, level.70 acre property embodying a perfect synergy of architectural excellence and an enviable location. Crafted for modern living with a Westport nostalgic feel. This 7,000+ square-foot home showcases unparalleled design and meticulous construction across two main levels that optimize light and space. Redcoat homes construction is several grades above spec builders, attention to detail , light, and space that work for today's living are imperative in his homes. The main level features a designer kitchen, formal dining room, family room, office, and living room. An additional laundry and changing room are on the first floor. Enhanced by Redcoat's signature oversized windows, doors, and 10-foot ceilings. The second level boasts 4 bedrooms, including a luxurious primary suite, along with the main laundry area. The third floor includes an additional family space and an office. The lower level includes a sixth bedroom, gym, and playroom. Additional amenities comprise: a three-car garage, an approved pool site.

36 Maple Ave S, Westport

4 Sycamore Dr, Westport
$5,150,000
6 Beds ⋅ 8 Baths ⋅ 24177071 MLS
Tucked away on a quiet cul de sac in the desirable Hunt Club area of Long Lots in Westport is a new construction lux home from CCO Habitats. 3 levels of finished living space with 10 foot ceilings on the 1st floor give an amazing sense of openness, as well as better functionality than 4 level homes. Think about it. Who really wants to walk up to the third floor every day? That's right; no one. And you don't want anyone walking past your bedroom to get to a finished third floor either. The family bedroom floor should be private. Wider homes are much more desirable & functional than taller homes. The home has a generous first floor guest bedroom & full bath. Much better. It's not just for grandma you know, although she will love it. Who knows when you're going to tear your meniscus or ACL?? Pickleball hurts! :) Or - it's a great, convenient play room for little ones. Or a gamers' paradise for the older set. #Choices. We also have two designated offices; one on the first floor & a second in a private wing with its own staircase on the second floor. Three wet bars and a dry bar. Custom cabinetry & built-ins throughout. There's a 20x40 salt water pool. Oversized, tilting European windows & sliders drench the home in natural light. Organic modern; warm & functional. A true walk out lower level that easily doubles as a pool house with a full bath, second laundry and entertaining spaces. A full house generator and even an EV outlet. It's all here. Come visit. Come home

4 Sycamore Dr, Westport

6 Carpenters Brook Rd, Greenwich
$5,075,000
4 Beds ⋅ 4 Baths ⋅ 24163258 MLS
Set behind gates and approached by a striking cherry blossom-lined drive, this fully reimagined storybook countryside estate represents a rare convergence of architectural character and modern, custom-built luxury. Rebuilt to the studs in 2022, the residence showcases uncompromising construction quality, bespoke finishes, and a level of design typically reserved for newly constructed estates without sacrificing the charm and scale of a classic French Normandy. Spanning 4.24 acres, the grounds are nothing short of extraordinary formal gardens, stone walls, a natural brook, and mature plantings create a private, estate-like setting with complete seclusion. The interiors are anchored by a statement gourmet kitchen expansive, refined, and outfitted with top-tier appliances and custom detailing seamlessly flowing into beautifully scaled living and entertaining spaces. The property offers 4 bedrooms and 3.5 baths, along with both attached and detached two-car garages, offering versatility for collectors or creative use. A separate cottage enhances the estate's livability, ideal for guests, staff, or extended stays. A turnkey, design-driven estate for the buyer who demands privacy, presence, and precision in every detail.

6 Carpenters Brook Rd, Greenwich

5 W Branch Rd, Westport
$5,050,000
6 Beds ⋅ 9 Baths ⋅ 24178890 MLS
Carefully crafted Connecticut modern farmhouse by award-winning Heine Development, this exceptional 6-bedroom residence blends timeless architecture with refined contemporary living amongst 4 finished levels on 2 private, level acres in one of Westport's most convenient luxury locations. Designed with perfection in symmetry, detail, and craftsmanship, the home pairs classic farmhouse inspiration with sophisticated modern finishes, including wide-plank white oak floors, curated lighting, and elegant interiors by renowned House of Clement. The stunning chef's kitchen features Sub-Zero and Wolf appliances, seamlessly connecting to beautifully scaled living and entertaining spaces filled with natural light with Southern exposure and beautiful sunsets. Outdoors, enjoy a resort-style ozone maintained 20'x 50'pool with automatic safety cover, sun shelf, and expansive flat lawns enhanced by organic vegetable beds. The extraordinary lower level offers the ultimate lifestyle experience with a gym, sauna, full bath and a custom treehouse, playroom, and second laundry room, creating flexible spaces for wellness, recreation, and everyday convenience. Additional highlights include natural gas heat, a generator, and exceptional indoor-outdoor flow designed for effortless living and entertaining. A rare offering that combines privacy, luxury, and modern farmhouse elegance just moments from town, train, beaches, and all that Westport has to offer.

5 W Branch Rd, Westport

473 Hollow Tree Ridge Rd, 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

89 Pastures Ln, New Canaan
$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

16 Annjim Dr, Greenwich
$4,950,000
5 Beds ⋅ 6 Baths ⋅ 24191535 MLS
An exceptional opportunity to own a thoughtfully crafted 2015 Colonial in one of Greenwich's most desirable in-town neighborhoods. Set on level grounds at the end of a quiet cul-de-sac, this home offers four finished levels of natural light, high ceilings and refined finishes throughout. The heart of the home is an expansive kitchen with a large center island that flows effortlessly into the family room and opens through French doors to a private terrace and backyard. Five en-suite bedrooms, including a flexible lower-level guest suite, provide comfort and privacy for family and visitors alike. Spaces for work, fitness and recreation, with premium features including a whole-house generator, HEPA air filtration and water filtration systems make this home as functional as it is beautiful.

16 Annjim Dr, Greenwich

54 Main St, Ridgefield
$4,800,000
5 Beds ⋅ 6 Baths ⋅ 24166271 MLS
Truly one of Main Street's most admired Estate properties, this distinguished residence offers a rare combination of timeless architecture and curated luxury. Perfectly positioned within walking distance to desirable Downtown Ridgefield, the home is framed by an extraordinary setting that enhances its stately presence. Expertly restored by the current owners, every element has been elevated to incorporate modern amenities while preserving the artistry of its original design. Inside, a refined floor plan showcases generous rooms, soaring ceilings, and an abundance of natural light. Exquisite millwork, bespoke finishes, and tailored appointments are found throughout, creating an atmosphere of understated sophistication. The Chef's KIT is a showpiece-crafted w/custom cabinetry, professional-grade appliances, exceptional detailing-designed for both culinary excellence & elevated entertaining. Each living space flows effortlessly, balancing elegance & comfort with architectural precision. The Primary Suite offers a serene retreat with spa-inspired bath, his/her closets + spacious bedroom w/fireplace. Additional Ensuite Bedrooms reflect the same attention to design & proportion. Outdoors, landscaped grounds, expansive lawns provide a setting of rare beauty. Resort style amenities include a 50' Heated, Gunite Saltwater Pool & Spa. A separate 3/4 car garage/carriage house has been added to allow for additional living space above..options are endless. Truly One of a Kind.

54 Main St, Ridgefield

24 Llewellyn 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

74 Salisbury Rd, Darien
$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

8 Haskell Ln, 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

234 Brookside Rd, 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

13 Sunswyck Rd, Darien
$4,725,000
5 Beds ⋅ 6 Baths ⋅ 24194430 MLS
Tucked in the Delafield Island Association and moments from the beach, town, train, & schools, this custom built 5-bedroom residence offers an ideal blend of timeless elegance & modern comfort. Thoughtfully designed with soaring ceilings, an open floor plan & sun-filled interiors, nearly every main living space enjoys beautiful views of the pool & private backyard. A dramatic two-story foyer welcomes you into gracious dining room and parlor, creating a dramatic first impression. At the heart of the home is a spectacular eat in chef's kitchen featuring two expansive islands, abundant custom cabinetry, & seamless flow into the spacious family room & opens to a covered terrace with built-in heaters, creating the perfect setting for year-round indoor/outdoor entertaining. 2 home offices, breakfast nook, 2 powder rooms, & a large mudroom, complete the 1st fl. The luxurious primary suite is a true retreat, highlighted by a vaulted ceiling, lg walk-in closet & spa-inspired bath w radiant heated floors, soaking tub, double vanity, & oversized shower. An adjoining sitting room offers the perfect space for a private lounge, gym or nursery. 4 addl generously sized BRs & 3 full baths provide room for all, while the spacious 2nd fl landing is an inviting area for reading/relaxing. Finished huge basement w high ceilings has versatile space to add a golf simulator. 3rd fl is framed & plumbed, offering an outstanding opportunity to create a bedroom suite w bath tailored to your needs

13 Sunswyck Rd, Darien

81 Lukes Wood Rd, New Canaan
$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

146 Lambert 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

1191 Oenoke Rdg, 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

66 Stanton Rd, Darien
$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

85 Harrison Ave, New Canaan
$4,675,000
6 Beds ⋅ 8 Baths ⋅ 24190863 MLS
This exceptional and meticulously crafted residence offers the perfect synthesis of luxury, space and privacy in one of New Canaan's most coveted in-town locations. Nestled on a rare.52-acre private parcel, this thoughtfully and beautifully recently renovated home provides a serene retreat while remaining uber convenient to schools, shopping and cherished downtown amenities. Spanning four beautifully finished levels, the home offers elevator access to three floors, providing exceptional convenience and seamless flow throughout. Expansive living and family room areas showcasing striking millwork are perfectly suited for entertaining and gatherings while the main level office with coffered ceiling provides a refined space for work from home life. At the heart of the home-and sure to impress-is a stunning open-concept chef's kitchen, thoughtfully designed to balance functionality with elevated style. Featuring double sinks, a spacious pantry, custom built-ins, and a large communal quartz island, the space is as practical as it is stunning. A newly installed 2026 Wolf range anchors the kitchen, making it a true culinary enthusiast's dream and open sight lines from kitchen to breakfast room, to family room and welcoming deck create a natural gathering space for both everyday living and entertaining. Two adjacent mudrooms with ample closets and storage throughout offer effortless organization and complement the first floor.

85 Harrison Ave, New Canaan

71 Saint Johns Pl, New Canaan
$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

10 Tierney Ln, Westport
$4,625,000
5 Beds ⋅ 8 Baths ⋅ 24103087 MLS
This is the second of 2 custom homes, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents throughout, flowing from the Living and Dining Rooms with paneled walls into the Study with built-in cabinetry. The Chef's Kitchen with Wolf and Cove appliances adjoins the sunny Family Room which opens to a picturesque 1.4 acres with salt water Swimming Pool and Spa, surrounded by a handsome granite patio. An elegant Primary Suite with fireplace, luxurious Bathroom, dressing area and 2 walk-in closets with custom cabinetry, plus 4 additional Bedrooms with 3 additional Baths, a Family Room/Lounge and Laundry Room grace the second level. The third floor has a Playroom and an additional Flex Space/Office. The lower level features a Gym with mirrored walls and rubber floor, a Sauna, a handsome Bar and gathering area with a glass garage door that opens to a patio, a full bath plus an additional room with a private entrance for Media, Office or use as a Bedroom. Available for immediate occupancy.

10 Tierney Ln, Westport

6 Searles Rd, Darien
$4,600,000
5 Beds ⋅ 5 Baths ⋅ 24190513 MLS
Welcome to this classic Coastal Connecticut colonial, ideally situated in the coveted Tokeneke Association - offering space, comfort, and versatility for every member of the family. With 5 bedrooms - including a convenient first-floor guest suite and four bedrooms on the second level - this home is designed for gracious everyday living. The main floor features a formal living room, elegant dining room, casual dining area, and a spacious office, all flowing effortlessly together. The chef's kitchen opens to both casual dining and a warm, fireplace-lit gathering room, the heart of the home. A large mudroom with garage and back-entrance access, plus a separate laundry room, adds everyday ease. Retreat to the private primary suite, complete with an en-suite bath and two walk-in closets. The second floor also offers a second en-suite bedroom, two additional bedrooms sharing a beautifully renovated hall bath, a versatile sitting/work area, and abundant storage throughout. The finished basement boasts a spectacular wine room, that holds 1600 bottles, and casual sitting area - perfect for relaxing or entertaining. The attached garage holds two-cars plus, and a third bay is in the "barn" - a blank canvas ready to become a guest quarters, entertaining space, second-floor hangout, studio, or whatever you can imagination. Outside, unwind on the beautiful stone patio, set against an expansive, green yard. A rare opportunity in one of the most sought-after associations.

6 Searles Rd, Darien

61 High Ridge Ave, Ridgefield
$4,600,000
5 Beds ⋅ 7 Baths ⋅ 24174956 MLS
61 High Ridge Ave is an extraordinary estate in the heart of Ridgefield's Historic District, set atop one of the town's highest elevations with sweeping skies, radiant sunsets, and far-reaching views beyond the Hudson River. Custom built in 1997, this distinguished Stone Manor blends timeless elegance with exceptional craftsmanship. Encompassing more than 8,000 square feet across three levels, the residence showcases a stone facade, slate shingle roof, five generously sized bedrooms, and 6.1 baths. A dramatic two-story foyer opens to refined formal rooms and a handsome library, enriched by mahogany windows and doors, hardwood floors, and exquisite millwork. The expansive eat-in kitchen flows seamlessly into the inviting family room with fireplace, creating an effortless setting for everyday living and gracious entertaining. Upstairs, the serene primary suite offers two walk-in closets, a fireplace, and a private balcony, while additional ensuite bedrooms provide comfort and privacy. A finished third floor adds versatile space for wellness, work, or leisure. Beyond the main house, a separate studio cottage with full bath and fireplace offers elegant guest or flexible accommodations. Set on 2.61 landscaped acres, the estate is further enhanced by a pool, tennis court, and four garage bays, completing this rare and luxurious retreat.

61 High Ridge Ave, Ridgefield

15 Marianne Rd, Darien
$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

21 Fox Hill Ln, Darien
$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

11 Wake Robin Rd, Westport
$4,560,000
5 Beds ⋅ 6 Baths ⋅ 24167814 MLS
Just completed and ready for immediate occupancy, this beautifully crafted new construction home is set on a quiet cul-de-sac in the desirable Greens Farms area. Situated on a level one-acre property with a pool, the home is filled with abundant natural light and offers a thoughtful, well-balanced layout designed for both everyday living and entertaining. The stunning kitchen opens to a dramatic double-height family room, creating an inviting central gathering space. With five-plus bedrooms, including a first-floor primary suite featuring a spacious walk-in closet and a well-appointed bath, the home provides flexibility to suit a variety of living arrangements. Two laundry rooms add convenience, while high-end finishes and attention to detail are evident throughout. A fully finished lower level offers additional living space with a gym, recreation area, and more. Ideally located for commuting, with easy access to town, beaches, shopping, and transportation.

11 Wake Robin Rd, Westport

25 Gower St, New Canaan
$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

80 Bayberry Ln, Westport
$4,525,000
6 Beds ⋅ 7 Baths ⋅ 24175344 MLS
Privately tucked away at the end of a long circular drive on 6+ acres, this exceptional country estate blends timeless elegance with the warmth and comfort of everyday living. Though grand in scale, the home feels intimate and inviting, designed for both relaxed living and memorable entertaining. Exquisite architectural details, a covered mahogany veranda, sunroom, library, and exceptional kitchen/great room create spaces that are both sophisticated and welcoming.The current owners have further elevated the property with extensive professional landscaping, creating a breathtaking natural setting anchored by a gorgeous pool and spa. The lifestyle here is truly special with effortless access to all schools, making daily routines remarkably convenient. Outdoors, the property becomes a year-round retreat; from winter sledding on the gentle hill to summer slip-and-slides, exploring the brook in rain boots, and evenings filled with birdsong and visits from owls among the beautifully tended grounds. A luxurious primary suite, private bedroom wing, and walk-out finished lower level complete this extraordinary retreat where privacy, nature, and refined living come together in a setting that feels a world away, yet close to everything.

80 Bayberry Ln, Westport

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

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