Homes for Sale in 06820

From the moment you step onto the front porch, it's clear this 1928 home is something special. Brimming with charm and bathed in natural light, the interior offers a bright, happy energy that's hard to find. The main level features an effortless flow, including a spacious living and dining area framed by large windows and soaring high ceilings that create an incredible sense of scale and airiness

Keiley Fuller Compass Connecticut, LLC

Experience the timeless allure of 60 Middlesex Road, a quintessential New England Colonial that perfectly captures the spirit of Darien living. This warm residence offers a serene escape while keeping the town center, top-rated schools, and commuter links just moments away. From the moment you step inside, the home feels both sophisticated and deeply welcoming. The expansive living room, anchored

Jennifer Friedman Compass Connecticut, LLC

Light, space and exceptional convenience define this updated and beautifully maintained townhouse at Middlesex Commons. Ideal proximity to town, Metro North and Whole Foods. Enjoy all that will be offered when the Corbin District is complete with fantastic shopping, dining and gathering spaces! An inviting foyer opens to the large living and dining room, where soaring two-story windows fill the

Anne-Lise Brown Brown Harris Stevens

Set on one of Darien's most coveted cul-de-sacs, this classic 5-bedroom colonial offers privacy in a wonderful neighborhood. The property sits on a flat, park-like 1.2 acres with mature plantings and well-established gardens, creating a peaceful, serene setting. Inside, a flexible floor plan features generously sized rooms, hardwood floors, and large windows that bring in plenty of natural light

Lynne Somerville Compass Connecticut, LLC

Charming 1815 Colonial with Character and Endless Potential Step back in time while envisioning the possibilities in this charming 1815 Old-Style Colonial, offering timeless character, versatility, and an exceptional opportunity to create a home uniquely your own. The inviting main level features a welcoming front porch, comfortable living room, dining area, kitchen, and bright sunroom

Maria Miller William Raveis Real Estate

Rebuilt in 2007 by an award-winning builder and thoughtfully updated and maintained ever since, this exceptional home offers timeless design, quality craftsmanship, and a highly desirable location close to town, shopping, and everyday conveniences. A welcoming open floor plan features elegant living and dining spaces, a private home office, and a gourmet kitchen that seamlessly flows into the

Robin Halsey Compass Connecticut, LLC

Offered by its original owners for the first time, this well maintained raised ranch sits on a .23-acre lot with a fenced, private backyard with deck and patio in the sought after Norton section of Darien. Built by it's owners and well cared for ever since, the home offers over 3,000 square feet of living space across three functional levels - 4 bedrooms, 2 full baths, large living and family

David Hawes Compass Connecticut, LLC

Welcome home to effortless one-level living on a premier, lush one-acre lot in Darien. Available for the first time in 56 years, this beautifully maintained 4-bedroom, 2.5-bath ranch features a newer roof, windows, and driveway. The large classic footprint spans over 3000sf and allows for easy customization and personal upgrades to make this house your own. This sweet home is nestled in a

Michelle Donzeiser William Raveis Real Estate

Welcome to 47 W Norwalk Road, a newly built 2026 home in desirable West Norwalk, directly on the Darien border-the property behind you is Darien! This 4-bedroom, 3.5-bath home features a finished basement, all-new electrical, plumbing, mechanicals, central air, recessed lighting, and luxury finishes throughout. Wide-plank white oak hardwood floors lead to a show-stopping kitchen with dramatic

Derek Heering Property Twins Real Estate

Own two fully renovated residences on one Darien property, offering the flexibility to live, earn, invest, or create a combination that works for you. 53 Maple Street pairs a beautifully renovated main residence with a separate, fully renovated one bedroom cottage, creating an income producing property unlike most offerings in Darien. Imagine living in the main home while rental income from the

Shannon Drury Berkshire Hathaway NE Prop.

Welcome home to this charming and well-kept Cape, tucked away on a peaceful dead-end street in Stamford. Warm and inviting, the home features beautiful hardwood flooring, abundant natural light, comfortable bedrooms, and an updated kitchen and bathroom. The basement adds valuable flexibility with room for future expansion, whether you envision a home office, recreation room, or storage. Ideally

Amy Thomas Houlihan Lawrence

Set behind stone walls on nearly 2 acres, this exceptional 5-bedroom home offers over 5,000 SF of refined living in a truly extraordinary setting. A dramatic 2-story foyer w/circular staircase and exquisite herringbone floors sets the tone for elegance throughout. Walls of windows fill the gracious interiors with natural light and frame manicured grounds and lush gardens. The formal living room,

Serena Richards Brown Harris Stevens

Rare opportunity to experience waterfront living at its finest. Perfectly positioned on the picturesque Five Mile River with 240 feet of direct water frontage, this exceptional shingle-style residence offers panoramic water views, an all-tide dock, & direct access to Long Island Sound for boating, paddleboarding, kayaking, fishing, and waterfront entertaining. Designed to embrace its setting, the

Mitch Ross William Raveis Real Estate

Welcome to River View Terrace...desirable well maintained association in a highly convenient location right on the Stamford/Darien border. This ground floor 2BD condo is an excellent choice for anyone who enjoys easy private and secure access to their home but also seeks the convenience of one car garage, an oversized storage and a beautiful seasonal in ground pool in a nice serene location to

Lenka Hladikova Keller Williams Prestige Prop.

Set on 2.19 private acres in a prime Darien location, 222 Brookside Road offers exceptional space, privacy, and opportunity just minutes from town and Cherry Lawn Park. With more than 7,000 square feet above grade, plus an additional 3,000 square feet on the lower level, this expansive 4-bedroom, 5.5-bath residence provides an incredible canvas to create a home tailored to your vision. Generously

Amanda Spatola Houlihan Lawrence

Originally the sole residence on Wildcat Road, this distinguished 1925 stone manor blends timeless architectural elegance with a commanding setting. Located within Darien's coveted Delafield Island private association, the property is approached by a sweeping circular drive and surrounded by mature landscaping offering a rare sense of privacy, grandeur, and permanence, just minutes from downtown

Janine Tienken Houlihan Lawrence

This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering one acre of east facing views that can be 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

Shelly Tretter Lynch Compass Connecticut, LLC

A rare opportunity to own a new construction home with Deeded Beach Rights on coveted Nearwater Lane in one of Darien's most desirable coastal neighborhoods. A seamless blend of sophisticated design, modern comfort, and coastal living. Moments from Weed Beach, downtown Darien, commuter rail service, and a Blue Ribbon elementary school. Designed for everyday living and entertaining, the home

Michael Ferraro Compass Connecticut, LLC

Exceptional new construction estate by K&C Builders Inc., set on over 2.5 private acres on coveted Brookside Road. Offering approximately 11,000 SF across four finished levels, this stunning residence features 6 bedrooms, 8 full baths, and 1 half bath. Designed for elegant entertaining and everyday living, the home showcases a spectacular great room, gourmet chef's kitchen, private study,

Sylwia Kozlowski William Raveis Real Estate

Introducing One Sedgwick Lofts - a Boutique Collection of thoughtfully designed, one-of-a-kind condominium residences offering a fresh and refined approach to low-maintenance luxury living in the heart of Darien. Blending modern design with timeless sophistication, these residences are crafted for today's discerning buyer seeking both style and simplicity. Open-concept layouts, soaring ceilings,

Kathryn Bates Compass Connecticut, LLC

Welcome to 20 Locust Hill Road, a stunning in-town, new construction opportunity in Darien, CT. This now completed 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,

Robert Marchesi Compass Connecticut, LLC

Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".

Angela Abate William Raveis Real Estate

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

Ashley Dineen Compass Connecticut, LLC

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.

Katherine Kuras BHHS Darien/New Canaan

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

Shelly Tretter Lynch Compass Connecticut, LLC

Introducing a one-of-a-kind gem in Darien: the historic Eliaseph Whitney House, originally built in 1770, nestled on an expansive 4.12-acre parcel- one of the largest of its kind in town. This iconic property effortlessly blends centuries-old charm with modern-day functionality. Step inside to discover timeless details like wood-beamed ceilings and floors, multiple fireplaces, a cozy den and

Keiley Fuller Compass Connecticut, LLC

New construction from foundation up and ready for 2026! On a coveted Darien cul-de-sac, this modern colonial boasts 6500sf of elegance and comfort. Step through the welcoming foyer, complete with a coat room and powder room, and into a spacious, light-flooded living room, perfect for gatherings that stretch into the evening. The custom kitchen is a true centerpiece, with a grand stone island,

Serena Richards Brown Harris Stevens