Darien, CT Homes for Sale with Garage

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

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

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

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 home office. Both residences are currently leased below current market, offering immediate upside for future income potential. Each home has been updated

Shannon Drury Berkshire Hathaway NE Prop.

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

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

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

Angela Abate William Raveis Real Estate

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

Welcome to this beautifully renovated two-bedroom condo in one of Darien's most convenient locations. Just steps from Goodwives shopping center, the Metro-North train station, and the vibrant energy of downtown Darien, this home offers the perfect blend of modern comfort and walkable lifestyle. Pass through the private gate and be greeted by a serene personal courtyard and garden. A sliding glass

Nellie Snell William Raveis Real Estate

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

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

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

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

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

Spacious Colonial in the sought-after Hindley Elementary School district! Offering over 2500sf on the main and upper levels, this 5-bedroom, 3 full and 1 half bath home is designed for comfortable everyday living and entertaining. The oversized primary suite is complemented by generous living spaces, while 500sf finished lower level with wet bar provides an ideal recreation room, media room, home

Fay Goebert William Raveis Real Estate

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

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

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

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.

Exceptional investment opportunity in a highly convenient Stamford location! This unique mixed use property features three residential units plus a commercial space, offering multiple streams of income and outstanding flexibility for investors and owner-occupants alike. The residential units include a spacious 2 bedroom apartment, a 1 bedroom apartment, and a studio, providing strong rental

Geo Crume Keller Williams Realty

There are waterfront homes, and then there are properties that truly define waterfront living. 41 Rowayton Avenue is one of those rare offerings, bringing together the features buyers search for but almost never find in a single property: direct waterfront, a private dock, sandy beach, waterside pool, and coveted Rowayton Beach Association membership. Sunlight pours through the home's inviting

Meggan Douglas Compass Connecticut, LLC

Set prominently along the coveted shoreline of Rowayton, this extraordinary residence is a true architectural masterpiece that defies the standard coastal trope. Designed by award-winning Cardello Architects, the home is a fortress of design-a structural marvel built with an uncompromising integrity that feels as permanent as the tides. The silhouette is bold and commanding, yet every element

Libby Mattson Houlihan Lawrence

Welcome to 57 Rowayton Ave., where refined luxury meets effortless coastal living in the heart of Rowayton. Designed by Beinfield Architecture, this exceptional waterfront home offers sophisticated design, timeless craftsmanship, and an unparalleled location on the Five Mile River. Ideally situated beside the town dock and steps from Rowayton Seafood, this 3-bedroom, 5-bath home combines water

Elizabeth Beinfield Compass Connecticut, LLC

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

Opportunity knocks! If you've been searching for a home with solid bones and room to build equity, this 3 bedroom ranch deserves a look. While the interior could benefit from cosmetic updates, many of the big-ticket mechanical systems are already in good shape, allowing you to focus on making the home your own rather than tackling major infrastructure. The easy, one-level floor plan offers

Carl Guild Carl Guild & Associates