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Fairfield
$4,850,000
5 Beds ⋅ 6 Baths ⋅ 24143584 MLS
Welcome to 222 Sunnie Holme Drive, a stunning residence nestled in the highly sought-after Fairfield community. Rebuilt with an eye to all original period details and nuances. This beautifully maintained home offers spacious and inviting living areas filled with natural light, perfect for both entertaining and comfortable everyday living. Enjoy modern amenities combined with classic charm, featuring an updated kitchen, elegant finishes, and generous bedrooms. Step outside to a private backyard oasis and custom pool ideal for relaxation and outdoor gatherings. This home provides the perfect blend of suburban tranquility and urban accessibility. Don't miss the opportunity to make this exceptional property your new home!

Fairfield

4 Sandpiper Rd, Westport
$4,850,000
4 Beds ⋅ 5 Baths ⋅ 24116742 MLS
Welcome to Island Life, a truly coveted experience on Saugatuck Island! This home offers breathtaking water views from nearly every room of this sophisticated yet modern beach house. This spacious and airy home is drenched in sunlight, featuring a great room with an open floor plan. The timeless kitchen boasts professional-grade appliances, quartz counters, and a large outdoor porch perfect for alfresco dining. The third-floor rooftop deck provides breathtaking water views of Long Island Sound, and with an outdoor gas fire pit and grill hook-up, rooftop entertaining is effortless. Inside, the third-floor wet bar is ideal for guest gatherings, or it can be utilized as a family room or even a fifth bedroom. This four-bedroom, five-bath home includes a luxurious primary bedroom suite with a spa bath, two walk-in closets, and a delightful Juliet balcony for lounging and enjoying the water views. Additional features include: FEMA compliant, 9-foot ceilings, full house generator, Lutron Lighting, outdoor shower and elevator ready. Enjoy the private neighborhood beach of Saugatuck Island, just steps away. This home is also conveniently located only minutes from Metro North, I-95, and Downtown Westport.

4 Sandpiper Rd, Westport

14 Mayflower Pkwy, Westport
$4,850,000
6 Beds ⋅ 8 Baths ⋅ 24108451 MLS
Stunning, grandly-scaled & remarkably-built stone & shingle classic located in THE quintessential, Compo Beach neighborhood (quieter & NOT in the flood plain) w/expansive, private, level property, embraced by stone walls & scenic entertaining opportunities 2nd to none. Just a short walk to celebrated Westport beaches, Longshore Club, Saugatuck Center & Metro Nth Station footpath, in coveted AA zone, across from Aspetuck Land Trust wooded scenery. Thoughtfully-designed, impeccable 10,000+ SF on 3 levels + enormous walkup attic for expansion potential. Fabulous wide plank oak floors thru-out, stone detail, & many recent upgrades/improvements, incl gorgeous newly-resurfacd, heated pool/spa. Capacious interiors w/great flow, stately rooms & high-qual finishes, including: lux LR, library & banquet-sized formal DR w/extensive butlers pantry; spacious gourmet, prof-equip "front-to-back" country kitchen w/lg bkfst area & walk-in pantry; massive sunroom addt'n adjoining veranda & overlooking lush surroundings. Grand primary suite above has spacious sep sitting w/fpl, tray ceil, spa bth & 3 w-i closets, built-ins & coffee bar; 5 other fam BRs, incl enormous sep bonus suite; massive walkout lower entertaining level, equip w/bar, guest bth + poten. 7th BR. Covered front & rear porches, cabana, expansive bluestone patios in pool area, separate gourmet cooking area, Oversized garage/utility spaces & systems complete this inviting picture. Note: Owners have used bonus suite/6th BR as office

14 Mayflower Pkwy, Westport

1 Sturges Hwy Unit Lot #1, Westport
$4,848,062
6 Beds ⋅ 7 Baths ⋅ 24091387 MLS
Design Your Dream Home with an Award-Winning Builder. Step into a world of elegance and sophistication with a soon-to-be-built 6,600 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location, architectural brilliance, meticulous site design, and quality construction, their homes redefine luxury living. This stunning estate is situated on over 6 acres of rare, coveted land in Westport's prestigious Hunt Club neighborhood-a location that hasn't been available for purchase in over fifty years. Coastal Luxury Homes has carefully secured and subdivided this private property into three custom estates, each offering a unique blend of privacy, tranquility and opulence. Blending cutting-edge architecture and state-of-the-art amenities, this home will be a true sanctuary. From the spa-inspired master suite to the open-concept living areas and seamless indoor-outdoor flow, every inch of this home will be designed for those who appreciate the finest in modern living.

1 Sturges Hwy Unit Lot #1, Westport

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

6 Priscilla Ln, Darien
$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

17 Wardwell Dr, New Canaan
$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

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

2281 Redding Rd, Fairfield
$4,700,000
5 Beds ⋅ 5 Baths ⋅ 24127092 MLS
Feels like Litchfield. Lives like Fairfield. Tucked behind a private gate in Greenfield Hill, this estate offers what few properties can: sweeping space, true privacy, and serene beauty-just 60 miles from Manhattan. A long stone drive leads to the 1941 main residence, reimagined with timeless craftsmanship. Sunlight floods rooms finished with reclaimed wood beams and wide-plank floors. The chef's kitchen opens to elegant dining and living areas, with French doors to a bluestone terrace designed for candlelit dinners under the stars. A first-floor guest suite with a full bath provides flexibility and privacy, while upstairs, four additional bedrooms-including a serene primary suite-offer refined comfort and room to breathe. Beyond the home, the grounds unfold like a private resort. A two-story pool house features a full kitchen, bath, and playful loft. A climate-controlled barn houses a Trackman 4 golf simulator, sauna, and space for training or unwinding. Outdoors, discover a saltwater pool and spa, sport court, vegetable gardens, wildflower meadow with carved walking trails, orchard of apple, cherry, and peach trees, and a cider press-all with a private path leading to the Patterson Club. Whether for weekends or a lifetime, this estate elevates every season and every gathering-minutes from town, yet a world apart.

2281 Redding Rd, Fairfield

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

34 Edgewood Dr, Greenwich
$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

20 Sherwood Farm Ln, Greenwich
$4,600,000
6 Beds ⋅ 8 Baths ⋅ 24073139 MLS
Step into luxury with this newly staged custom built home in one of Greenwich's prestigious associations. Perfectly situated near downtown, this elegant property offers a blend of sophistication and convenience- now at an improved price! A stunning custom built white Georgian Colonial in the coveted mid country Sherwood Farm Association is sited on a picturesque level acre lot. This six bedroom masterpiece spans four meticulously designed levels showcasing exceptional woodworking craftsmanship and architectural details throughout. Enter through the grand foyer with a sweeping circular staircase, leading to a breathtaking living room with double height ceilings and stunning floor to ceiling fireplace. The first floor features elegant French doors that open to a large formal dining room with a fireplace, offering scenic views of the expansive terrace. The cherry-paneled library provides a refined retreat, while the classic Christopher Peacock kitchen, complete with a rotunda breakfast room is a culinary dream.

20 Sherwood Farm Ln, Greenwich

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

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