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

An opportunity rarely found in Darien's coveted Ridge Acres Association. This storybook Cape-style home offers 4/5 bedrooms and 5 bathrooms with tremendous potential to renovate, expand, or just move in!! The home features a flexible floor plan with generously sized rooms, hardwood floors and wonderful natural light throughout. Set on a one acre lot, the backyard is absolutely gorgeous - lush,

Janine Tienken Houlihan Lawrence

Fully renovated and expanded, this stunning 5-bedroom, 4.1-bath residence offers approx. 4,000 SF of light-filled living on a private 1-acre setting along a quiet road near the golf course. The open floor plan showcases large windows, abundant natural light, and effortless flow throughout. A luxurious kitchen with high-end appliances opens directly to an expansive stone patio, ideal for seamless

Gloria Gimenez-Ferrer BHHS New England Properties

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

Tucked away on a private 0.58-acre lot at the end of a tranquil cul-de-sac, this exceptional Colonial blends timeless elegance with modern comfort. Offering approximately 5,473 square feet of beautifully finished living space-plus an additional 1,314 square feet in the walk-out lower level-the home features six bedrooms and five and a half baths designed for today's lifestyle. At the heart of the

Caroline Hanley Houlihan Lawrence

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

223 Middlesex Road is a picture-perfect, early 1900's Colonial in the heart of Darien, Connecticut. Upon entering this charming home, you'll be embraced by a delightful blend of classic elegance and contemporary comfort. The main level features a welcoming living/family room complete with a cozy fireplace, creating the perfect setting for evenings of relaxation. The kitchen is a culinary haven

Kelly Connell Compass Connecticut, LLC

Fully renovated (2025) and expanded, this stunning 5-bedroom, 4.1-bath residence offers approx. 4,000 SF of light-filled living on a private 1-acre setting along a quiet road near the golf course. The open floor plan showcases large windows, abundant natural light, and effortless flow throughout. A luxurious kitchen with high-end appliances opens directly to an expansive stone patio, ideal for

Gloria Gimenez-Ferrer Berkshire Hathaway HS NE Prop.

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

Set on 7 acres, this exceptional estate offers a private, sophisticated retreat at the end of a Bradford pear-lined gravel drive. The property includes a 10,000-square-foot main residence with pool and pool house, and a remarkable field house designed by architect Louise Brooks. The main house blends timeless elegance with modern design, while the field house delivers a one-of-a-kind recreational

Ashley Dineen Compass Connecticut, LLC

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

Renovated Georgian Colonial with 5 bedrooms, 4 full and 2 half baths, located on a private road in Darien and part of the Middlesex Farm Association with access to two tennis courts. The main level offers an open layout designed for everyday living and entertaining. The kitchen is equipped with Sub Zero refrigeration, Wolf range, Miele dishwasher, and wine refrigerator and opens to the primary

Erika Gardner eXp Realty

Set on 9.4 acres, this exceptional estate offers a private, sophisticated retreat at the end of a Bradford pear-lined gravel drive. The property includes a 10,000-square-foot main residence with pool and pool house, a two-bedroom guest cottage, and a remarkable field house designed by architect Louise Brooks. The main house blends timeless elegance with modern design, while the field house

Ashley Dineen 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

Sun-drenched and full of character, this beautifully updated English Colonial is set on a quiet, picture-perfect street in one of Noroton Heights' most desirable neighborhoods, a quick walk to the elementary school, a mile to middle school, steps to Woodland Park, and moments to shops, restaurants, and the NYC train. Blending timeless 1920s charm with thoughtful modern upgrades, the home welcomes

Cyd Hamer William Pitt Sotheby's Int'l

Welcome to 28 Crooked Mile Road! Privately sited at the end of a quiet cul-de-sac in North Darien on a private road in the Ox Ridge school district, this handsome cedar shingle-clad colonial sits on two beautifully manicured acres with mature trees and planting beds. The property offers wonderful western and southern exposure, the house is truly flooded with sunshine throughout the day. The home

Nancy Peter Houlihan Lawrence

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

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