Darien, CT Homes for Sale with Acreage

Spectacular quintessential New England home in Darien has it all! Step into a world of refined elegance with this stately 8,000+SF Colonial masterpiece. Set back on nearly two acres of manicured grounds, boasting a custom 2021 Gunite pool, outdoor kitchen, new patio, huge backyard and firepit, this treasured residence is the ultimate venue for indoor & outdoor living and entertaining. The main

Gaynor Brennan BHHS Darien/New Canaan

This gracious Colonial blends timeless 1930s charm with thoughtful modern updates, ideally located on one of Darien's most sought-after in-town streets, known for its traditions and strong sense of community. Set on a level, one-acre property in a coveted half-acre zone, the home offers rare expansion potential and exceptional lifestyle appeal.Extensively renovated and expanded, the home features

Amy Barsanti William Pitt Sotheby's Int'l

The perfect blend of charm, location, and space, 267 Brookside offers the very best of Darien living. Set on 1.55 level acres with views of the Country Club of Darien golf course, this beautifully renovated and expanded home feels both private and inviting. Inside, graciously scaled, light-filled spaces include an updated open kitchen and family room with breakfast nook and fireplace,

Katharine Gray Bunoski Compass Connecticut, LLC

217 Mansfield Avenue presents a rare opportunity to secure a full, flat acre in one of North Darien's most desirable and rapidly evolving neighborhoods. Set on beautiful, level land, the property currently features a charming but dated Cape Cod-style home ready for its next chapter. Buyers may choose to renovate and restore the existing residence, bringing new life to its classic bones, or take

Peter Stuart Houlihan Lawrence

Welcome to 473 Hollow Tree Ridge Road in Darien - a custom built, stone and shingle Colonial set on 1.3 professionally landscaped acres offering exceptional indoor and outdoor living. This 5-bedroom smart home blends timeless architecture with extensive upgrades and modern technology throughout. The resort-style backyard features a pool with spa, pool house with nano doors, outdoor shower, custom

Ellen Mccue Houlihan Lawrence

Classic Ranch on Expansive Park-Like Acre+ in one of Darien's Most Sought-after Neighborhoods. Nestled on a prime 1.08-acre property, this home offers the perfect backdrop for your dream lifestyle. The light-filled formal living room, highlighted by a wood-burning fireplace and custom built-ins, flows seamlessly into the inviting family room with rich wood paneling and a second wood-burning

Sara Littlefield BHHS Darien/New Canaan

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

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

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

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

Set on a beautifully landscaped and expansive property, 28 Old Farm Road offers a rare blend of refined elegance and modern comfort. Thoughtfully designed with impeccable attention to detail, the residence features five spacious bedrooms, each with its own en suite bathroom. An exceptional primary suite was designed as a private retreat. This serene space includes a separate lounge area, an

Nellie Snell William Raveis Real Estate