Move right into this beautifully updated Darien home offering an exceptional blend of modern luxury, open-concept living, and commuter convenience. Designed for both effortless entertaining and comfortable everyday living, the sun-filled interior features soaring ceilings, hardwood floors, and a stunning chef's kitchen with quartz countertops, smart appliances, and seamless flow into the family room and oversized deck. Step outside to a private, fenced backyard backing directly to Woodway Country Club-creating a serene, scenic setting just minutes from downtown Darien and New Canaan, Talmadge Hill train station, and the Merritt Parkway. A versatile first-floor bedroom suite with full bath and its own private deck is ideal for guests, in-laws, or an au pair suite. Upstairs, the expansive primary suite offers dual walk-in closets and a spacious bath, along with four additional bedrooms (total of 5 bedrooms), a full bath, and a convenient second-floor laundry room. An oversized attached garage and large basement playroom make this a must see! Thoughtfully maintained with significant capital improvements, including updated mechanicals and a newer roof, this turnkey home presents a rare opportunity in a prime Darien location.
Tucked in the heart of Darien's coveted Noroton Manor neighborhood, this timeless 1926 home is filled with warmth, character, and endless potential. Set on a beautiful flat half-acre with a detached garage, the property offers the perfect blend of charm, space, and opportunity in one of Darien's most beloved locations, just moments from Weed Beach and Great Island. From the moment you step into the inviting foyer, the home unfolds with an exceptional circular floor plan designed for both everyday living and effortless entertaining. A spacious eat-in kitchen opens beautifully into the surrounding living spaces, while the oversized living room, formal dining room, family room, and dedicated office create an ideal balance of openness and privacy. Upstairs, four bedrooms and two full baths are thoughtfully spread across the second and third floors, offering wonderful flexibility for family, guests, work-from-home space, or future expansion possibilities. Outside, the expansive yard provides endless room to play, gather, garden, or simply enjoy the peaceful setting. Residents of the Noroton Manor Association enjoy access to two Har-Tru tennis courts, a private sandy beach, and water access to Holly Pond - an incredibly special lifestyle amenity woven into this cherished coastal community. Rich with original character and architectural charm, this is the kind of home that rarely comes to market.
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.
Step into timeless charm at 21 Fairfield Ave, Darien, where classic farmhouse colonial design meets modern luxury. This fully renovated 4-bedroom home features a stunning white high-end kitchen and baths, complemented by an open-flow layout and oversized triple pane windows that bathe the spaces in natural light. Downstairs, a finished basement offers incredible versatility with an additional bedroom, heated floor full bath, and an expansive playroom-perfect for guests or family needs. Practicality shines with abundant storage and a spacious laundry room. Outside, the large, level fenced yard is a private retreat, complete with a serene pebble seating area under a majestic Japanese maple, a huge garden space, a storage shed, and a modern deck ideal for entertaining or relaxing. Located on a sought-after neighborhood street, this home is as mindful as it is beautiful, boasting eco-friendly, green-rated upgrades. Its prime location puts you just steps from the train, restaurants, and local shops, blending convenience with lifestyle. 21 Fairfield Ave offers the perfect balance of style, function, and location-a home designed to enhance your everyday living.
Beautifully sited expanded cape on open level 1.5 acres renovated by Fox Hill Builders. This open-concept home features 4 bedrooms, 4 and 1/2 baths, and sun-filled, spacious rooms built for easy living and entertaining. The kitchen offers stainless steel appliances, custom cabinetry, a large center island, and granite countertops. The family room, open to the kitchen with New England colonial fireplace, opens to a bluestone patio overlooking the professionally landscaped lawn with mature plantings. Large living and dining rooms, both with wood-burning fireplaces, offer ample space for entertaining. A separate den could be used as a home office. The walk-out lower level has 2 large, finished areas and a full bath. This home has a very flexible floor plan with plenty of room for expansion or to live comfortably as is. A full-house generator completes the package of this meticulously maintained home. A popular central location close to schools, train, and downtown Darien. Lower level is included in the square footage.
This beautifully renovated 5,200-square-foot home offers an exceptional blend of timeless elegance and modern luxury in one of Darien's most coveted central locations. Step inside to discover a spacious, light-filled open floor plan designed for both everyday living and effortless entertaining. The inviting family room with fireplace flows seamlessly into the gourmet kitchen and expansive breakfast area, creating the heart of the home, while an additional oversized living space added during the 2019 expansion offers incredible flexibility for relaxing, gathering, or entertaining. A dedicated office provides a quiet workspace, and the beautifully appointed formal dining room is ideal for more elegant occasions. Every bathroom in the home has been thoughtfully redesigned with high-end finishes, and the residence was extensively expanded and renovated in 2019. Upstairs, five generous bedrooms provide plenty of space for family and guests, including a retreat-like primary suite complete with a spa-inspired bath. The finished lower level includes a gym and additional recreation space. Outside, a handsome bluestone patio overlooks the private yard - perfect for morning coffee, summer barbecues, or relaxing evenings at home. Ideally situated in the heart of Darien, this move-in-ready home is just a short walk to top-rated schools, parks, town, and train, offering a rare opportunity to own a meticulously renovated home in one of Darien's most desirable locations
Classic center hall Colonial with thoughtful updates and wonderful natural light throughout. Renovated kitchen with Sub-Zero and Wolf appliances features a cheerful breakfast nook overlooking the yard. A spacious living room with wood-burning fireplace, bright family room, and formal dining room complete the first floor. Well-proportioned bedrooms provide comfortable living, while the walk-up attic presents exceptional opportunity for future expansion. Renovated lower level includes a playroom, laundry room, and flexible office or guest bedroom space. Additional highlights include natural gas heat and hot water, on-demand generator, and a two-car garage with EV charger. Large fenced yard and expansive patio create a wonderful space for entertaining, relaxing, and play. Ideally located within easy walking distance to Metro-North Railroad and the shops and restaurants at Darien Commons. A rare opportunity to enjoy comfort, style, and convenience in one exceptional Darien home.
Welcome to 182 Hollow Tree Ridge Road, a delightful, sunlit home meticulously maintained and thoughtfully updated. Nestled on a .33-acre lot, the property is adorned with mature trees and lush landscaping, featuring a spacious backyard perfect for recreation and gardening. The bright and inviting living room, complete with a fireplace, seamlessly connects to a charming dining area that overlooks the patio and backyard, ideal for entertaining. The dining space naturally transitions into the turn-key, eat-in kitchen. A generously sized office provides versatile functionality. The serene primary suite boasts his-and-her walk-in closets, while three additional bedrooms on the same level offer comfortable spaces for family guests or remote work. The attached garage and finished lower level add extra flexibility to suit your lifestyle. Located in the heart of it all, this home is just a short stroll to Noroton Heights vibrant restaurants, shops, train station, and top-rated schools.
Nestled on a sought-after cul-de-sac in the coveted Hindley School district, this beautifully updated 5-bedroom, 4 full bath Colonial offers the perfect blend of coastal charm and modern luxury. With direct water access to Holly Pond, enjoy a true waterfront lifestyle complete with a private neighborhood dock - ideal for paddle boarding, kayaking, or simply soaking in the serene surroundings. Inside, the home exudes an effortless beach vibe with sun-filled spaces, tasteful updates, and a relaxed yet sophisticated feel throughout. The stunning updated primary suite bath creates a spa-like retreat, while spacious living and entertaining areas provide flexibility for today's lifestyle. Three private balconies showcase amazing water views, creating the perfect backdrop for morning coffee, sunset cocktails, or peaceful evenings overlooking the pond. Whether hosting summer gatherings by the water or enjoying quiet moments surrounded by nature, this exceptional home offers year-round vacation living in one of Darien's most desirable neighborhoods.
Tucked away at the end of a quiet cul-de-sac known as Tokeneke Ridge, this impeccably maintained 4-bedroom, 2.5-bath home offers privacy, space, and easy everyday living. The inviting floor plan features formal living and dining rooms, an eat-in kitchen, and a flexible bonus space just off the kitchen - ideal as a playroom, home office, media room, or teen hangout. The family room opens to a deck overlooking a large, flat backyard, perfect for play, entertaining, or simply enjoying the outdoors. Upstairs, the primary suite is joined by three additional bedrooms, creating a comfortable and practical layout. Set back from the road yet walkable to town and train, 115 Tokeneke Road blends classic charm, generous outdoor space, and a warm, welcoming feel in a truly special setting.
Introducing 13 Sunswyck Rd, a distinguished custom residence set within Darien's prestigious Delafield Island. Completed in 2020, this architecturally refined home offers a seamless balance of modern sophistication and timeless design, with an emphasis on light, scale, and craftsmanship. Offering 5 bedrooms (with a possible 6th in the unfinished attic), 4 full and 2 half baths, 2 office spaces and a finished basement, the home is defined by beautifully proportioned interiors, reclaimed hardwood floors, and versatile living areas throughout. The primary suite is a private retreat, featuring a generous dressing room, spa-inspired bath with radiant heated floors, and an adjoining flexible space ideally suited for a sitting room, office, or fitness center. Designed for both intimate living and elevated entertaining, the chef's kitchen is appointed with dual islands and premium appliances, flowing effortlessly into the exterior sanctuary. Floor-to-ceiling glass doors invite the outdoors in, revealing meticulously landscaped grounds, a covered heated terrace, and Gunite pool-creating a serene, resort-like setting. Walls of oversized windows create a light-filled, inviting atmosphere. Located moments from the water and the newly reimagined Great Island, this exceptional offering represents a rare opportunity to experience refined coastal living in one of Darien's most sought-after neighborhoods.
Set on 1.66 level, lushly wooded acres along Stony Brook, 6 Blueberry Lane is the rare offering in central Darien: a storied 1950 home beautifully reimagined for today's lifestyle. The bones of a quiet, classic property - generous lot, brook frontage, and a coveted location moments from town, train, and the Sound. Ceilings have been raised throughout, giving the principal living spaces the volume and light buyers expect at this tier - an instant departure from the typical mid-century cottage feel. The heart of the home is a stunning kitchen built for cooks who actually cook. Sub-Zero refrigerator and Wolf oven/range anchor a space tailored for both daily family life & entertaining at scale, w/custom cabinetry, generous prep surfaces, and a layout that flows seamlessly into the adjacent gathering rooms and out to the property. The original wood-burning fireplace remains - one of the few period notes intentionally preserved, and the room you'll instinctively reach for on a cool fall evening. Three bedrooms and two-and-a-half baths are configured for ease and privacy, with the addition of a brand-new powder room solving the single most common gripe buyers have with vintage Darien homes of this size. 1.66 level acres on Stony Brook is an exceedingly rare lot profile in this pocket of Darien w/room for a pool, a sport court or simply privacy & birdsong. Minutes from Darien schools, Metro-North stations, town beaches & downtown. Turnkey!
Waterviews!! Welcome to 8 Seagate Road, a rare opportunity to live in one of Darien's most sought after waterfront communities! Enjoy views of Holly Pond from this custom-built home, offering a terrific layout. The large living room offers built-in cabinetry, a cozy fireplace & leads to the formal dining room, both with beautiful water views! The bright kitchen is nicely sized, with quartz counters, stainless steel appliances & breakfast bar. Adjacent to the kitchen is the family room with vaulted/beamed ceiling & wood burning stove. A den, or home office, as well as a full bathroom completes the1st floor. Upstairs is a fantastic primary bedroom with amazing views of Holly Pond and beyond! There is full bathroom with a tub and separate shower, as well as a walk-in closet. Three additional bedrooms & another full bath complete this floor. A full basement too! Outside at 8 Seagate is a terrific place to be! Enjoy the hot tub on the back patio, or the elevated patio is also a great place for outdoor entertaining, with beautiful views and a bonus storage area below. Finally, The Seagate Association offers its residents a private cove with dock to access Holly Pond. Nearby are the Darien YMCA, Weed Beach, restaurants and shopping. New HVAC August 2025 and new hot water heater April 2026. A wonderful place for your next home! The patio is over an original storage garage that was built in 1949. The home you see today was built in 1987.
Step into timeless elegance at 150 Holmes Avenue in Darien. This sunlit Victorian home effortlessly blends classic charm with modern convenience, offering a warm and inviting space for living, entertaining, and making memories. With 4 spacious bedrooms and 2 full baths, there's plenty of room to grow, host, or simply enjoy the good life. Inside, high ceilings and an abundance of natural light create an airy, open feel, while the home's thoughtful design ensures every corner is both functional and stylish. The finished lower level with full height windows adds versatile space-ideal for a playroom, home office, exercise studio and/or cozy retreat. Outdoors, the .23-acre level yard is perfect for everything from summer barbecues to quiet afternoons. A charming patio offers a serene spot for morning coffee or dining al fresco, while the oversized heated two-car garage, complete with a workshop, is a dream for hobbyists or extra storage needs. Conveniently situated in a desirable Darien neighborhood, this property combines privacy with easy access to local amenities, schools, and parks. Whether you're drawn to its period details, sun-drenched spaces, or endless potential, 150 Holmes Avenue is a rare find that feels like home the moment you step inside. Come see for yourself!
You don't arrive here by accident. You arrive because something in you was looking for this. It begins quietly, a glimpse of water, a sense that the noise of everything else has begun to fall away. Nestled within Tokeneke along the Five Mile River, the house is not just seen, but felt, like a song you've loved forever. Reimagined, redefined, and brought into its full expression by Brinley Maloney, every inch moves with intention, yet nothing asks for attention. It simply flows. Light pours in without effort, and rooms open into one another like verses. The river is ever-present, its extraordinary views creating a steady rhythm beneath it all and bringing a sense of calm and clarity. Mornings feel slower. Afternoons stretch. Evenings linger. Doors open, air moves freely, and indoor and outdoor living blend seamlessly. The grounds unfold with purpose: a pool that mirrors the sky, a private dock that draws you to the water, a guest cottage with its own quiet stories, and a wide open lawn designed for both gathering and quiet moments. A vegetable garden grounds the property in something simple and real, while even the unexpected, a charming chicken coop, feels perfectly at home. This is not just a property. It is not a checklist. It is a lifestyle defined by ease, intention, and connection to its surroundings. Because once you're here, really here, you don't want to visit. You want to live in the rhythm of it.
This storybook charmer sits on a rare half acre of flat, dry land directly abutting Woodland Park, creating a setting that feels both private and enchanting. Summer entertaining comes naturally here; think firepit conversations, dinners on the patio, and long evenings surrounded by nature. The four-bedroom, two-and-a-half bath layout offers great flow, with the kitchen opening to the family room and a classic dining and living room arrangement anchored by a fireplace. All of this in one of Darien's most beloved neighborhoods, walkable to schools, train, and shopping.
This charming and updated colonial home, steeped in gracious style and beautiful natural light, is a great place for entertaining. It's set on a gorgeous professionally landscaped flat acre+ with heated pool and is located on one of Darien's most desirable in-town streets. A spacious living room with fireplace flows into a generous formal dining room and sunroom, both of which have wall-to-wall windows overlooking the oasis-like back yard. The heart of this home is the spectacular chef's kitchen with a 12 foot quartzite island, 6-burner gas range, double ovens, and incredible storage. Also on the first level is a bright and inviting family room with stone fireplace, vaulted ceiling and built-ins, a dedicated office, a back hallway/mudroom, and a sizeable serene first floor primary/in-law suite with French doors out to its own deck area. Upstairs are 6 bedrooms and 4 baths, including the dramatic primary suite with Juliette balcony and extensive closets. The third level has a sunny versatile room to be used however you please, a cedar closet and two attics for storage. Outside, don't miss the amazing picket-fenced vegetable/flower garden for you to grow your own. Enjoy life in this truly extraordinary home and property.
Welcome to 20 Locust Hill Road, a stunning in-town, new construction opportunity in Darien, CT. This modern colonial/farmhouse-style home, constructed by an experienced builder renowned for high-end residential properties throughout Fairfield County, offers 5 bedrooms, 4.5 bathrooms, and an expansive 4,897 square feet of living space. Situated on a generous .50 acre in-town lot, this home provides ample space for comfortable living and entertaining. Upon entering, you'll be greeted by the spacious layout, featuring an abundance of natural light and high-end finishes. The main level boasts a chef's kitchen with top-of-the-line appliances, a welcoming family room, dining room and office plus a convenient 3-car attached garage. Upstairs, the sumptuous primary bedroom suite with his & her walk-in closets, creates a serene retreat. 4 additional generously sized bedrooms and a bonus room round out the two upper level offerings. Located near the new Corbin Drive Downtown Darien Development, this home offers easy access to a range of amenities, including both town beaches. Estimated occupancy date is May 2026. Don't miss the chance to make this exceptional property your own.
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.
Along the storied Five Mile River, in Darien, Connecticut, a beautifully remodeled 1810 colonial cottage offers the perfect waterside retreat that rests the mind and soothes the soul. Recently updated with exacting attention to detail and craftsmanship, this home offers a unique mix of warmth and quiet sophistication. Walls of windows flood every inch of this carefully curated sanctuary with the most amazing light as well as offering the peaceful views of the water across the way. The first floor flows seamlessly from room to room, yet can offer many places for gathering, unwinding, and relaxing.The eat-in kitchen, with a cozy breakfast nook and bay window, allows for the enjoyment of the beautifully transformed gardens. French doors throughout dissolve the boundary between interior and exterior, opening onto a flagstone patio and a newly re-imagined landscape. On the first floor, an office with an ensuite bathroom offers flexibility as a fourth bedroom, a guest suite, or a private work-from-home space. Upstairs the 3 bedrooms are oriented towards the serene and ever-changing Five Mile River, its boats, its shifting light, its wildlife, its seasons. Waking up here is its own daily pleasure. The exterior of the house has been totally re-worked and updated with new shingles, trim, railings, and custom light fixtures. A two-car garage completes the offering. Elevated on the property, the home carries no flood insurance requirement.
A truly exceptional offering! This beautifully expanded Colonial sits on a rare, level acre in one of Darien's most coveted neighborhoods. The property sets itself apart with sweeping, flat grounds, professionally landscaped to create both privacy and an elegant sense of openness. Inside, the home is designed for refined living and effortless entertaining. A gracious living room with a wood burning fireplace flows seamlessly into a formal dining room, creating a classic yet inviting atmosphere. The chef's kitchen is the heart of the home, centered around an oversized island and opening to a sunlit breakfast room with soaring ceilings, as well as a warm and inviting family room with a coffered ceiling and a fireplace. A sunroom filled with natural light offers a serene retreat, while a distinguished library with its own fireplace, custom built ins, and tall windows provides a sophisticated space for work or relaxation. The flexible first fl suite with a full bath serves perfectly as a private office or guest quarters. Upstairs, each bedroom features its own ensuite bath, ensuring comfort and privacy, while the primary suite is a true sanctuary, complete with private foyer, expansive walk-in closet, and spa inspired bath. Two substantial bonus rooms offer endless possibilities for a fitness studio, media lounge, or recreation space. Outdoors, the expansive stone patio and level grounds are as rare as they are beautiful, offering ample room for entertaining and recreation.
Location is everything! Situated on a private lot with a patio and yard for entertaining ,just steps from the Noroton Heights train station and Darien's vibrant new shopping districts, beautiful beaches and parks. The neighborhood is best in class for trick-or-treating and festive gatherings. 5 Fitch Avenue offers an excellent price point that you've been waiting for. This home retains its original 1930s character and generous proportions, featuring 5 bedrooms and a garage with ample storage. A dedicated in-law/nanny suite with a private entrance on the lower level provides excellent versatility. A true value-add investment in one of Connecticut's most desirable towns. Cherished by the same family for 27 years, this meticulously maintained home is ready for its next owner. Situated in one of Darien's most coveted neighborhood for trick-or-treating and festive parties and events!
Nestled on one of Darien's most coveted streets, 28 Shields Road is a refined retreat that seamlessly blends sophisticated design with effortless living. This exceptional six-bedroom residence spans four beautifully finished levels, offering expansive, light-filled interiors tailored for both elegant entertaining and everyday comfort with many updates throughout. Thoughtfully designed, the home features gracious living spaces, refined finishes, and a layout that flows seamlessly to the outdoors. A private backyard oasis awaits, complete with a sparkling pool and lush, mature landscaping-an idyllic setting for summer entertaining or serene relaxation. Perfectly positioned just moments from Darien's top-rated schools, vibrant downtown, boutique shopping, fine dining, and transportation, this home offers the ultimate in convenience without compromising privacy. This home provides a rare opportunity to enjoy timeless luxury in one of Darien's most desirable locations.
Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".
Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclave's earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & Aldrich-thoughtfully reimagined for today's living. A masterful renovation by architect Peter Pennoyer preserves the home's historic integrity while introducing refined, livable spaces. Interiors by acclaimed designer Katie Ridder bring a fresh yet classic sensibility, blending color, texture, and bespoke detail throughout. The main residence offers 7 bedrooms and 6 full baths, anchored by five fireplaces that add warmth and character across its gracious living spaces. A classic carriage house offers a fully equipped 2-bedroom, 1-bath guest residence with its own kitchen, providing exceptional flexibility-ideal for extended stays, in-law living, or a private home office retreat. The grounds, designed by renowned landscape architect Janice Parker, are a true highlight-lush, structured, and beautifully layered for year-round interest. An in-ground saltwater pool completes the estate-like setting, creating a private retreat perfect for both entertaining and quiet enjoyment. Rich in history and elevated by a world-class design team, 16 East Trail offers a rare opportunity to own a piece of Darien's architectural legacy-seamlessly tailored for modern living.
Darien is located in Connecticut. Darien, Connecticut 06820has a population of 21,485. Darien 06820 is more family-centric than the surrounding county with 50.41% of the households containing married families with children. The county average for households married with children is 34.39%.
The median household income in Darien, Connecticut 06820 is $250,001. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in Darien 06820 is 39.9 years.
The average high temperature in July is 83.6 degrees, with an average low temperature in January of 21.1 degrees. The average rainfall is approximately 50.8 inches per year, with 29.9 inches of snow per year.
