Darien, CT Homes for Sale with Acreage

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

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

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

Serena Richards Brown Harris Stevens

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

This beautifully updated four-bedroom, four-and-a-half-bath home sits on the picturesque seven-acre Mather Pond-often compared to Thoreau's Walden Pond-offering a rare blend of tranquility and modern comfort. Thoughtfully renovated by its designer owner, the residence features a versatile layout with custom built-ins, generous storage, and a brand-new gourmet kitchen. Light-filled living spaces

Keiley Fuller Compass Connecticut, LLC

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

Suzanne Okie 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

Set on a full acre in one of Darien's most sought-after neighborhoods, this property presents a rare and versatile opportunity for visionary buyers. Whether you choose to undertake a renovation-reviving the charm of mid-century modern design-or build a custom new construction estate from the ground up, the potential here is extraordinary. Surrounded by multi-million dollar homes, this centrally

Carolyn Brook William Pitt Sotheby's Int'l

Nestled at the end of a serene cul-de-sac is a 4-acre sanctuary where luxury and enchantment intertwine. Designed for the ultimate entertainer, the heated pool, complete with a swim-up bar, invites endless summer soirees under the stars, while the adjacent outdoor kitchen transforms every gathering into a culinary spectacle. A full tennis court and full basketball court promises spirited matches

Melissa Engel Douglas Elliman of Connecticut

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