Darien, CT Homes for Sale

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

David Hawes Compass Connecticut, LLC

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

Ashley Dineen Compass Connecticut, LLC

New construction 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, Thermador appliances,

Serena Richards Brown Harris Stevens

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

Douglas Milne Houlihan Lawrence

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

Robin Stineman William Pitt Sotheby's Int'l

Step into timeless charm with this quintessential Dutch Colonial, gracefully nestled on a breathtaking parcel in one of the most sought-after neighborhoods, Ox Ridge. From the moment you arrive, this property captivates with its classic gabled rooflines, symmetrical facade, and inviting curb appeal. A true nod to the craftsmanship of a bygone era. Inside, the home exudes warmth and character. A

Nancy R Dauk Compass Connecticut, LLC

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

Robert Marchesi Compass Connecticut, LLC

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,

Serena Richards Brown Harris Stevens

Welcome to Maple Plaza...a quiet, serene association of only six townhouses. Ready to be WOWed? This fully updated, tastefully decorated 3-level unit is ready for its new loving owner. Main level is your entertaining space. It consists of the living room w/custom built ins, dining room w/sliders that walk out onto a great size deck and fully remodeled spectacular kitchen that is sure to wow you

Lenka Hladikova Keller Williams Prestige Prop.

A historic home with heart in the iconic seaside town of Rowayton, Welcome to Winthrop House. A distinguished residence commissioned by coveted developer Andy Glazer, perfectly nestled in the center of Rowayton. This exquisite home offers 2,873 sf of refined living space, reflecting a blend of historic charm on the exterior and modern elegance on the interior. This 1846 residence was meticulously

Nancy R Dauk Compass Connecticut, LLC

Welcome to this fully renovated end-unit tri-level townhouse ideally located in Glenbrook on the Darien border, just minutes to shops, restaurants, and multiple train stations. The sun-filled main level features an open floor plan with a spacious living room, dedicated dining area, and a brand-new modern kitchen with new appliances, sleek finishes, and excellent flow for everyday living and

Derek Heering Houlihan Lawrence

Discover the perfect blend of convenience and privacy in this charming 2-bedroom, 1.5-bath unit. Step into a spacious living room and dining room, bathed in natural light, ideal for entertaining or relaxing. The generously sized, updated kitchen with brand new dishwasher, offers ample counter space and storage, assigned parking. This unit boasts a prime location, just minutes from the train,

Donna Gilbert Keller Williams Realty