Darien, CT Houses for Sale

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

Set at the end of a coveted Fox Hill cul de sac on a private 1 acre lot, this spectacular 5 bedroom, 6 bath home offers an exceptional lifestyle defined by luxury, comfort, and effortless entertaining. Completely redesigned, the home is surrounded by open, beautifully manicured grounds with a premium lawn and expansive feel, combining privacy and serenity with a setting that feels both special

Janine Tienken Houlihan Lawrence

This stunning custom-built home, completed in 2005, showcases exceptional craftsmanship and timeless design throughout. Rich millwork, refined architectural details, and high-end finishes create an elegant yet inviting atmosphere across every level. Ideally situated in a quiet, sought-after location, the home offers the perfect balance of privacy and convenience, just moments from town,

Janine Tienken Houlihan Lawrence

Introducing a one-of-a-kind gem in Darien: the historic Eliaseph Whitney House, originally built in 1770, nestled on an expansive 4.12-acre parcel- one of the largest of its kind in town. This iconic property effortlessly blends centuries-old charm with modern-day functionality. Step inside to discover timeless details like wood-beamed ceilings and floors, multiple fireplaces, a cozy den and

Keiley Fuller Compass Connecticut, LLC

Stunning 4-bedroom, 4.1-bath Colonial on .77 acres completely reimagined & renovated by Nordic Custom Builders offers exceptional craftsmanship & modern luxury throughout. Gracious layout features formal living & dining rooms with fireplace & French doors opening to expansive bluestone patio & pool. Spectacular office showcases vaulted shiplap ceiling, marble wet bar with wine refrigerator &

Deborah Hidy Houlihan Lawrence

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

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

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

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

Welcome to 167 Hollow Tree Ridge Road! A move-in ready home offering comfort, convenience, and future potential in one of Darien's most accessible locations. This well-maintained residence features three generously sized bedrooms and one full bathroom. The kitchen features rich cherry wood cabinetry, granite countertops, stainless steel dishwasher and refrigerator, and ample storage and prep

Derek Heering 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

Set along a picturesque stretch in one of Darien's most sought-after neighborhoods, 234 Brookside Road offers a rare blend of timeless architecture, privacy, and modern comfort. Surrounded by mature trees and beautifully landscaped grounds, this exceptional property provides a serene, retreat-like setting just minutes from town, top-rated schools, and the coastline. This HOBI award-winning

Kristin Nemec William Pitt Sotheby's Int'l

Welcome to 7 Thomes Street, a charming home set on one of Rowayton's quiet, picturesque streets. A welcoming front porch sets the tone, perfect for morning coffee or unwinding at the end of the day. Inside, hardwood floors run throughout the home, offering warmth and character across the three bedrooms and 2.5 baths. Downstairs is open, airy, and bright. The living room is large enough for plenty

Amanda Spatola Houlihan Lawrence

Beautifully updated Ranch close to everything is turn key! 3 bdrm, 2 full bath, LR w/FP, Great rm with Cathedral ceiling/FP slider to patio. The yard is beautifully maintained complete with flower beds, Vegetable garden and shed. Garage with private driveway complete this stunning Gem.

Vanessa Savio Coldwell Banker Realty