This classic colonial offers spacious, light-filled living and dining areas anchored by a recently renovated eat-in kitchen. A comprehensive renovation and expansion in 2007 brought modern systems, updated finishes, and a more functional layout, giving the home the fresh feel of a much newer build. With four bedrooms-three upstairs plus a generous first-floor guest room-and an optional fifth bedroom ideal for a nursery or home office, the home provides remarkable flexibility. A full unfinished basement offers abundant storage and future potential. Outside, enjoy perennial plantings, a private level backyard with a vegetable garden, and a roomy two-car garage. Just minutes from the Noroton Heights train station, Darien Commons, and Hindley Elementary, and close enough to bike to Weed Beach on warm weekends.
In the heart of Darien, where history lingers and owls whisper through the trees, stands a timeless 1800s home at 561 Middlesex Road - a place where memory breathes and dreams take root. Set upon 2.6 serene and level acres, yet close to all amenities, this enchanting farmhouse rests within a world of quiet beauty, where a secret garden path winds softly beneath the shade, inviting you to wander, reflect and simply be. Rich with the echo of generations, this home opens its doors to warmth and welcome with its wide plank floors, worn smooth by countless footsteps, that guide you through rooms that glow with quiet charm - from the parlor's embrace to the dining room's gentle light. At its heart lies a light-filled, open-plan kitchen, where aromas mingle with laughter and recipes become the language of love and memory, all while uniting you with the outdoors. A great room, crowned with exposed beams and centered by a wood-burning hearth, promises long evenings of conversation, storytelling and shared delight. A cozy den invites quiet moments with a favorite book, while a cheerful playroom offers a world of imagination for the young at heart. With four inviting bedrooms and 3.5 baths, this home offers space for family and friends alike. Here, every corner whispers of possibility - a sanctuary waiting for its next chapter, for new hands to shape its story, for new hearts to call it home. Within its walls, time softens, and life unfolds like poetry written in sunlight and laughter
In-town oasis with ample privacy, yet still a convenient walk to Old King's Market, town, train, and Tilley Pond Park. Well-maintained home with enclosed courtyard and garden area, perfect for outdoor entertaining. Eat-in kitchen, living/dining room with fireplace, 2 bedrooms with cathedral ceilings, 2.5 baths. Laundry on 2nd floor. Plenty of storage with two attics, pull-down stairs on 2nd floor and in garage. Central AC.
Move right into this spacious home that just completed a remodel and is waiting for a new owner! The stunning new kitchen, open to family room and dining area creates the perfect hub for everyday living and entertaining. The inviting living room with fireplace is the ideal setting for cold weather days. The remodel includes renovations to primary bath, family bath and powder room, central air conditioning installed, new driveway, and full interior painted. (See full list of renovations at house). Darien's largest park, Sellecks Woods is located just steps away giving easy access to nature trails and outdoor exploration. Convenient to shopping and more, yet ideally situated on a cul-de-sac.
This exceptional Shingle Style Colonial blends form and function to inspire elegant everyday living. Set on a private 1.4-acre lot, it offers four levels of thoughtfully designed space by Daniel Conlon Architects with refined millwork details & finishes throughout. The main level features a two-story foyer, formal living and dining rooms, a chef's kitchen with walk-in pantry, and a great room opening to an expansive terrace overlooking the heated pool and spa. Highlights include a library, home office, 1st floor guest suite, and elevator. The primary suite offers a fireplace, spa-like bath, dressing room, and two walk-in closets. Three additional ensuite bedrooms and laundry complete the second floor. A flexible upper level includes a fifth bedroom/Flex room and large walk-in storage. The full walkout lower level offers a playroom, gym, full bath, wet bar, mudroom with direct access to the three-car garage, pool & terrace. All just minutes to downtown, train station, beaches and the many amenities Darien has to offer that make this gold coast community so desirable.
This classic Colonial has character, charm and generous space. The formal Living Room has a fireplace and adjoins the Music Room. The spacious Dining Room has a fireplace bordered by Dutch tiles and features a custom "River" mural. The kitchen has a bright copper exhaust hood, gas stove and opens to the family room with cathedral ceiling, skylights, fireplace and French Doors to the terrace. The private library has ample space for a full selection of books and accesses a 2nd terrace. The spacious Primary bedroom has a fireplace, cedar closets and a custom marble bath with skylights. There are 4 additional bedrooms, a walk up attic and a waterproofed basement with a cushioned floor. The estate like, level property has mature plantings and complete privacy. Make this gracious home and idyllic setting your own!
This magnificent Round Meadows estate with a fantastic 9700 sf house on 5.346 acres of private property is now on the market for the first time in more than 54 years. Located in the private Tokeneke Association with protected land trust property to the East and West of it, Round Meadows is the ultimate in privacy and natural beauty. The owners had the vision to preserve, restore and ultimately combine the best of an elegant and storied past of the original grandeur of its early twentieth century origins with new and soaring modern spaces. They meticulously recreated the splendor of the arches, moldings, windows, light fixtures and even the original sweeping driveway while updating it for the state-of-the-art fine living of today. Round Meadows' totally renovated 19 room home has 7 bedrooms, 7 full baths, including a spectacular primary suite with spa, 3 half baths, library, office and guest suite. Enter through the 2 story foyer with soaring ceilings to the 3 large entertaining rooms, comprised of the living room, sunroom with bar, and an elegant formal dining room with fireplace. The inviting gourmet kitchen is seamlessly connected to a cozy family room with a fireplace which opens onto extensive terraces that overlook acres of manicured lawns and gardens. Add the 3 car garage off a grand mud hall with bath and laundry. Round Meadows honors the past as it pays forward an aspirational essence in the new construction feel, anchored by old world sophistication.
Introducing one of Tokeneke's most iconic waterfront estates-available for the first time in 50 years. This rare and storied compound is set on 2.4 acres of exquisitely landscaped grounds with 180 feet of private shoreline along Long Island Sound. It offers an unrivaled blend of historic charm, timeless elegance, and breathtaking coastal beauty. A sweeping two-story paneled foyer leads to a gracious formal living and dining rooms with soaring ceilings, fireplaces, and uninterrupted views of the water. Sunlight pours into the sophisticated sunroom-an ideal setting for quiet mornings or refined entertaining. The expansive kitchen and breakfast area open seamlessly to a family room with a granite fireplace, while a discreet back stairway leads to a stunning double-height billiards room with vaulted, beamed ceilings. The second floor is anchored by a grand primary suite with an oversized waterfront balcony, offering a private vantage point for sunsets over the Sound. Two additional bedrooms complete this level, with three more on the top floor to accommodate family or guests in style. A separate three-car garage includes a fully finished upper level with a full bath-ideal for a guest suite, gym, or private office. This exceptional estate embodies the quiet prestige of a bygone era, offering privacy, beauty, and unparalleled access to the water-all in the heart of Darien's most coveted private enclave. A once-in-a-generation opportunity to own a true coastal masterpiece.
PRICE ADJUSTMENT. A Rare Darien Gem and opportunity to own this historic Federal Colonial 2-family home, one of Darien's few multi-family properties. Spanning over 3,460 SF on .47 acres, this turn-key furnished residence blends timeless elegance with modern versatility, ideal for investors, families, multi-generational households, or those seeking rental income. Historic Charm, Modern Comfort: * Two townhouse-style units (3 BR/2 BA each) with original wide-plank floors, hand-hewn beams, and custom woodwork. * Fully updated with a 2024 Mansard roof, custom copper gutters, renovated kitchens, baths, and mechanicals. * Bonus space with private entrance and bath-perfect for a home office or guest suite. Unmatched Versatility & Income Potential: * Live in one unit, rent the other for ~$6,000/month, or rent both for strong cash flow with low expenses ( taxes & insurance). * Easily convert to a 6+ BR single-family home via existing doorways-ideal for multi-generational living with multiple entry points, 2 kitchens, 2 laundry rooms. Outdoor Oasis: Entertain on the bluestone patio or multi-level decks, overlooking a large, level, tree-lined backyard. French doors and a covered porch enhance the historic allure. Prime Darien Location: Steps from the train, beaches, Darien Commons shops, and the YMCA, in the award-winning Hindley School district. Easy I-95 access for NYC commutes.
Welcome to 20 Locust Hill Road, a stunning new construction opportunity in the heart of 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 Q1 2026. Don't miss the chance to make this exceptional property your own.
Nearly Complete - A Modern Colonial Haven in Darien. Tucked away on a private, level 1.2 acres at the end of a coveted Darien cul-de-sac, this modern colonial is where timeless design meets contemporary comfort. Step through the welcoming foyer - with a walk-in coat room and powder room - and into a spacious living room, perfect for gatherings that stretch into the evening. The custom kitchen is a true centerpiece, boasting a grand stone island, Thermador appliances, an oversized range, and abundant cabinetry. A sunlit breakfast room opens effortlessly to the great room, where a gas fireplace and beamed ceiling create warmth and character. A first-floor office with full bath offers flexibility for work, guests, or quiet retreat. Everyday ease continues with a mudroom and an attached two-car garage. Upstairs, the primary suite is a serene escape with vaulted ceilings, a walk-in closet, and a private balcony - the perfect spot to savor your morning coffee. Three additional en-suite bedrooms each feature custom walk-in closets, blending function with elegance. The partially finished third floor and lower level invite endless possibilities - a home gym, playroom, or creative space waiting to be defined. Come escape to greener pastures at this Darien gem. *Please do not walk the property or enter the home without an accompanied appointment.
Blending refined elegance with complete privacy, this 9.5-acre estate is a true sanctuary for those seeking a sophisticated lifestyle. At the end of a Bradford Pear-lined gravel drive, the compound features a 10,000 sq. ft. main house, pool and pool house, two-bedroom guest cottage, and a breathtaking field house by architect Louise Brooks. The main home marries historic charm with sleek, modern design, while the field house offers a unique space for recreation and entertaining-including an indoor batting cage, two-lane bowling alley, resistance pool, and chic lounge areas. 856 Hollow Tree Ridge Road is a classic home reimagined for modern living.

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.