Homes for Sale in Darien, CT with 5-Bedrooms

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

Few homes in Darien offer this combination: five bedrooms, five indoor entertainment spaces, a private elevator, gunite pool, hot tub, and pool cabana with wet bar-all on a private .70-acre lot in the Tokeneke School district. Fully updated 2021-2026 and just a walk to Metro-North and downtown. Spanning three fully finished floors, the main floor is built for living and entertaining: a formal

Anika Charron William Raveis Real Estate

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

Step into a rare offering that captures the essence of classic New England living-a stately 1880s residence set in one of the Gold Coast's most desirable towns. South-facing and beautifully sited on over half an acre, this gracious home offers more than 6,100 sqft of character, elegance, and modern comfort. A stunning formal living room with a soaring 12-foot ceiling is among the home's most

Allison Santopietro William Raveis Real Estate

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

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

Designed by custom home builder Vita Design, this exciting newly constructed modern residence is a refined architectural statement that balances scale and light, capturing direct 5 Mile River views and a connection to its natural surroundings. Finished across four levels, the home features dramatic 10- and 16-foot ceilings and a main level wrapped in floor-to-ceiling European-style windows

Jennifer DaSilva Mixer William Raveis Real Estate

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

Rarely do you find a property that has it all: a spacious move-in ready house with a pool, and a private one-acre parcel close to everything Darien has to offer. Tucked away at the end of a cul-de-sac, steps away from the newly reimaged town center, and close to beaches, this thoughtfully renovated 5 bed/4.5 bath home strikes just the right balance between comfortable living and sophistication.

Carolyn Brook William Pitt Sotheby's Int'l

An excellent investment opportunity to own a well-located multi-family property on the desirable Darien-Stamford border. Just minutes from the Springdale Train Station, this property offers strong rental appeal with convenient access to Springdale Train Station and shopping. (UNIT 1) The upper unit offers a large four-bedroom, three-bathroom layout with generous closet space, ideal for maximizing

Richard Higgins Higgins Group Real Estate