Welcome to 8 Seagate Road, a rare opportunity to live in one of Dariens most sought after waterfront communities! Enjoy the 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. Right off the family room is the back patio with hot tub! 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. 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!
18 Phillips Lane offers a rare combination of neighborhood energy and privacy, set on one of Darien's most sought-after cul-de-sacs. Phillips Lane is known for it's close-knit community; enjoy spontaneous yard-to-yard socializing, biking on the cul de sac with friends, trick-or-treating, and walks to school. Inside, natural light pours through more than 4,200 square feet of thoughtfully designed living space (plus additional 356 sqft. lower-level space). The heart of the home is a stunning great room with vaulted ceilings, a gas fireplace, and a fully outfitted wet bar, all seamlessly connected to the outdoor living area. The kitchen is magazine-worthy, featuring quartz countertops, white oak cabinetry details, and high-end appliances. A bright sunroom and built-in banquette create the perfect everyday dining space, complemented by a formal dining area and living room with a wood-burning fireplace. Upstairs, the oversized primary suite offers a luxurious en suite bath with a double shower and a spacious walk-in closet. Three additional bedrooms and two beautifully updated full baths complete the second floor. Outside, enjoy a large +1330 sqft. deck, app-controlled hot tub, outdoor kitchen, and gas fire pit. Natural stone steps lead to a flat, private yard-perfect for both entertaining and quiet moments. 18 Phillips Lane is an incredible opportunity, book your showing today.
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.
Thoughtfully built and meticulously maintained, this five-bedroom colonial offers four finished levels of living on a highly desirable in-town cul-de-sac. Ideally located just moments from beaches, train, downtown Darien and Darien Commons the home blends convenience with a true neighborhood feel. The bright open layout features hardwood floors throughout, detailed millwork, and a spacious kitchen with Viking and Miele appliances, custom cabinetry, and honed granite countertops. The heart of the home flows seamlessly into the main living areas, including a living room, dedicated dining room, and family room complete with a wood-burning fireplace. A convenient mudroom and powder room complete the first floor. Upstairs, the primary suite offers a spacious oversized bath and two walk-in closets. Three additional bedrooms include one en-suite bedroom, while the other two are connected by a Jack-and-Jill bathroom. The finished walk-up third floor with an updated full bath provides a private and flexible space for work, recreation, or guests. Plus a full finished basement provides the perfect playroom, home gym, movie watching, and extra space. Detached two-car garage provides ample storage. Set on a flat, usable property with wonderful outdoor space, this is a rare opportunity on one of Darien's most beloved streets in the coveted Hindley Elementary School district.
Set at the end of a quiet cul-de-sac on sought-after Stephanie Lane, this beautifully updated four-bedroom colonial sits on over an acre of professionally landscaped property and offers the kind of space, flow, and setting that are hard to find. With over 3,300 square feet of living space, the open-concept layout is light-filled and well-suited for both everyday living and entertaining. The updated kitchen connects to the family room, dining room, and living room - each space distinct yet flowing seamlessly into the next. The family room, complete with a dry bar, and the living room, anchored by a wood-burning fireplace, both open directly to the patio, making indoor-outdoor living effortless. A screened-in porch extends the space further, offering three seasons of enjoyment. Rounding out the main level are a dedicated office or den and a well-proportioned mudroom. Upstairs, the Primary Suite offers a walk-in closet and spa-like bathroom with radiant heated floors. Three additional spacious bedrooms are arranged across the second floor, one en-suite and two bedrooms sharing a large hall bath. Located in the Ox Ridge school district, this is a home that checks a lot of boxes without sacrificing character. Classic New England architecture, generous indoor and outdoor space, and a private cul-de-sac setting make this a rare opportunity. 2-car garage and walk-up attic.
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.
Welcome to One Duffy's Lane, an exceptional 5-bedroom, 4.2-bath residence offering 4,966 square feet of refined living space on a private .65-acre lot. Perfectly positioned at the entrance of a highly sought-after cul-de-sac, this home combines timeless design with modern comfort. A spacious two-story foyer welcomes you upon entry, featuring a sweeping staircase and dramatic ceiling heights. Bathed in natural light, the sun-filled interiors showcase elegant architectural details and a thoughtfully designed, flexible layout suited for today's lifestyle. The heart of the home is the open-concept kitchen and family room, anchored by a gas fireplace-ideal for both everyday living and effortless entertaining. French doors lead to a covered deck overlooking a level, private backyard featuring a heated gunite pool with an electronic safety cover. The formal dining room is enhanced by a wet bar and beverage refrigerator, creating an inviting space for hosting. A dedicated home office offers a quiet retreat for work or study. Upstairs, a spacious bonus room provides versatility as a recreation room, playroom, or sleepover space. The third floor adds exceptional flexibility, ideal for an au pair suite with sitting area or a private media room. Additional highlights include an attached two-car garage with a convenient service entrance and a lower level that is framed and unfinished, offering outstanding potential for future expansion. Located near schools, beach, train, shops & YMCA
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, 5 Fitch Avenue offers the rare entry-level price point 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.
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.
LIVE THE PERPETUAL VACATION LIFE IN NOROTON BAY - Experience this chic, sun-drenched Beach Colonial, perfectly situated on an open double lot. Extensively remodeled, the home's bright, open configuration is designed for effortless year-round family living and entertaining. Enjoy seamless indoor-outdoor living with expansive terraces, professionally landscaped grounds, and a charming signature front porch. Retreat to the primary suite or the home office to enjoy serene water views. As part of "The Bay" community, you are steps away from a private beach, pier, and a private yacht club. Association amenities include boat moorings, a seasonal snack bar, and a vibrant year-round social calendar. All of this with Darien's award winning schools and an easy commute to NYC. A true gem on Fairfield County's Gold Coast - this is a MUST-SEE!!!
Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".
The moment you step onto the inviting front porch, you'll feel the warmth and charm of this exceptional 5-bedroom, 4.5-bath Colonial perched on a quiet cul-de-sac. Experience sophisticated design, unparalleled comfort, and an unbeatable location. Welcome to your dream home in Darien. The heart of the home is the chef's kitchen, fully renovated and featuring top-of-the-line appliances, a leathered black quartz island, and space for everyone to gather. Flowing through french doors to the spacious family room, adorned with custom built-ins and the sun-drenched playroom that opens to the professionally landscaped backyard and terrace-your private oasis for outdoor living. Upstairs, the luxurious primary suite is a true retreat, boasting a cozy fireplace, an expansive walk-in closet, and a spa-inspired bathroom with a double vanity, oversized shower, and a classic clawfoot tub. The additional 4 bedrooms all gift generous size, oversized closets and 3 more fully renovated bathrooms. The great room wows with size and soaring exposed beams, a striking stone fireplace. A fun, warm and inviting spacee for all to enjoy. Don't forget the basement with finished space, workout area and a hockey shooting room. Situated just minutes from school, the train, parks, downtown shops, and acclaimed restaurants, this property offers luxury living along with convenience and a true sense of community.
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.
Exceptional NEW CONSTRUCTION - Walk to Town - Experience a thoughtfully designed home by V&A Construction, a highly regarded local builder known for exceptional craftsmanship. Just a short walk to town, shops, restaurants and the train, the location is as convenient as it is desirable. The home features handcrafted cabinetry and millwork, wide-plank white oak floors and high ceilings throughout. Imported European windows and doors not only add a beautiful architectural element, but make the home feel exceptionally quiet and comfortable. A welcoming foyer opens to living and dining rooms, a private home office and a designer kitchen with breakfast nook, premium appliances and a fully equipped butler's pantry. The kitchen flows directly into a spacious family room with a wood-burning fireplace, creating an easy, open layout for everyday living and entertaining. The expansive mudroom offers generous storage, connects to a back staircase and leads to a spacious lower level that can accommodate a gym, media room and game room. The second floor includes five generously sized bedrooms, highlighted by a primary suite with dual walk-in closets and a spa-like bath with premium fixtures. A large third-floor loft provides flexible space for a playroom, additional office or a relaxed retreat. This award-winning builder is dedicated to creating homes of the highest quality. Rarely offered and not to be missed.
Welcome to 44 Maple Street, a beautifully maintained and thoughtfully updated home in one of Darien's most convenient locations. Just half a mile from Noroton Heights' shops, dining, and train, this property makes everyday errands simple, and commuting a breeze. Originally built by Giannattasio builders in 2017 and enhanced with quality updates by Ruddy Builders, the home has been meticulously cared for. The layout features 5 spacious bedrooms and 5.5 bathrooms, including finished spaces on both the third and lower levels. The heart of the home includes a dream kitchen overlooking a family room with vaulted ceilings. The separate dining room, library and mudroom complete this perfect first floor. 4 of the 5 bedrooms are on the second floor, 2 of which have their own bathroom, and the other two share a generously sized bathroom. The primary suite is a true retreat, with a beautiful en suite bathroom, a large walk-in closet, and plenty of additional closet space. The third floor includes a media/rec room, while the lower level offers additional space. The property also boasts a generous backyard, offering ample space for entertaining, play, or relaxing outdoors. Move-in ready and ideally located, this home combines a functional floorplan, beautiful construction, thoughtful updates, and everyday convenience in the heart of Darien.
Location, Location, Location!!3BR/1.5BA home with flexible layout, including main-level bedroom and half bath. Freshly painted and clean, ready for updates. Features include hardwood floors, detached 2-car garage, large enclosed sunroom, spacious unfinished basement, and long driveway. Close to town, shopping, dining, and top-rated schools. Incredible opportunity to get into the Darien market. Bring your vision and make it your own!!
A rare opportunity to live, earn, or invest, all in one property! Stylishly renovated main residence paired with a fully renovated one bedroom cottage, creating a rare opportunity for supplemental income, multigenerational living, or a private guest retreat. Both residences are currently leased below market rents, offering immediate upside for future income potential. Each home has been updated to provide comfortable, easy living with layouts that suit today's lifestyle, while maintaining separation and privacy between the two residences. Whether you are looking to live in one residence while generating income from the other, accommodate extended family, or secure a property with long term investment potential, this unique offering delivers flexibility rarely found in today's market. Main house rent/$4050, Cottage rent/$3500
This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering two separately deeded parcels ( that create this magical estate to ensure the peace and tranquility of your own private oasis. East facing views are enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned by Christopher Plummer of The Sound of Music, the current owners have meticulously renovated and restored this cherished home with the renowned builders, Significant Homes and interior designer, Cindy Rinfret, Rinfret LLC. The architectural integrity has been preserved with comfort and quality for today's lifestyle. A world-class property.
This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering two separately deeded parcels ( that create this magical estate to ensure the peace and tranquility of your own private oasis. East facing views are enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned by Christopher Plummer of The Sound of Music, the current owners have meticulously renovated and restored this cherished home with the renowned builders, Significant Homes and interior designer, Cindy Rinfret, Rinfret LLC. The architectural integrity has been preserved with comfort and quality for today's lifestyle. A world-class property. Parcel IDs 61 10 (207) & 61 10-2 (209)
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.
Darien is located in Connecticut. Darien, Connecticut has a population of 21,485. Darien 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 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 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.
