Darien, CT Homes for Sale with Pool

Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclave's earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & Aldrich-thoughtfully reimagined for today's living. A masterful renovation by architect Peter Pennoyer preserves the

Ashley Dineen Compass Connecticut, LLC

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

Privately set within Darien's coveted Tokeneke neighborhood, 45 Old Farm is a remarkable custom estate by award-winning builder Oliver Wilson. A tree-lined drive framed by natural stone pillars sets the tone for this exceptional property. Inside, every room is thoughtfully composed with striking sight lines and abundant natural light. The chef's kitchen is a true centerpiece, anchored by a

Amanda Spatola Houlihan Lawrence

Nestled on one of Darien's most coveted streets, 28 Shields Road is a refined retreat that seamlessly blends sophisticated design with effortless living. This exceptional six-bedroom residence spans four beautifully finished levels, offering expansive, light-filled interiors tailored for both elegant entertaining and everyday comfort with many updates throughout. Thoughtfully designed, the home

Deirdre McGovern Compass Connecticut, LLC

Introducing 13 Sunswyck Rd, a distinguished custom residence set within Darien's prestigious Delafield Island. Completed in 2020, this architecturally refined home offers a seamless balance of modern sophistication and timeless design, with an emphasis on light, scale, and craftsmanship. Offering 5 bedrooms (with a possible 6th in the unfinished attic), 4 full and 2 half baths, 2 office spaces

Cheryl Williams Brown Harris Stevens

You don't arrive here by accident. You arrive because something in you was looking for this. It begins quietly, a glimpse of water, a sense that the noise of everything else has begun to fall away. Nestled within Tokeneke along the Five Mile River, the house is not just seen, but felt, like a song you've loved forever. Reimagined, redefined, and brought into its full expression by Brinley

Stacy Book William Raveis Real Estate

This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering two separately deeded parcels ( that create this magical estate to ensure the peace and tranquility of your own private oasis. East facing views are enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned

Shelly Tretter Lynch Compass Connecticut, LLC

This charming and updated colonial home, steeped in gracious style and beautiful natural light, is a great place for entertaining. It's set on a gorgeous professionally landscaped flat acre+ with heated pool and is located on one of Darien's most desirable in-town streets. A spacious living room with fireplace flows into a generous formal dining room and sunroom, both of which have wall-to-wall

Melinda Beardsley Brown Harris Stevens

Just in time for summer-this exceptional property offers the ultimate in luxury living and outdoor enjoyment. Imagine relaxing poolside by your new heated pool and spa, surrounded by beautifully landscaped grounds and sweeping views of the golf course. Inside, the home is equally impressive. The expansive primary suite is a true retreat, featuring a private sitting room that opens onto a deck

Janine Tienken Houlihan Lawrence

Experience luxury, privacy, and convenience at Middlesex Commons. This coveted end-unit condo is ideally set at the back of the community on the circle, offering rare quiet, space, and a serene setting. With two spacious bedrooms plus a sun-filled dedicated office, the home also offers a unique opportunity to convert to a three-bedroom layout without sacrificing living space. Dramatic two-story

Genevieve Schettino Compass Connecticut, LLC

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 RIVER VIEW TERRACE!!! MOVE RIGHT IN TO THIS BEAUTIFULLY UPDATED CONDO COMPLETE WITH FIREPLACE FOR COZY EVENINGS, SUNNY DECK FOR MORNING COFFEE AND POOL FOR HOT SUMMER DAYS. LOTS OF CLOSET SPACE IN UNIT PLUS A HUGE STORAGE AREA. COMPLETE WITH GARAGE. EXCEPTIONAL CONVENIENCE TO TRAIN, SHOPS AND RESTAURANTS. THIS CONDO HAS IT ALL!!!

Barbara Webski William Pitt Sotheby's Int'l

Modern elegance meets effortless convenience in this beautifully updated 2-bedroom, 2.5-bath end-unit townhouse offering nearly 2,000 sqft in Springdale's sought-after River's Edge community. This light-filled townhome features an open-concept layout with hardwood floors and seamless flow between the living and dining areas, highlighted by oversized windows and sliders leading to a private

Aaron Ramkalawan Keller Williams Prestige Prop.

Set prominently along the coveted shoreline of Rowayton, this extraordinary residence is a true architectural masterpiece that defies the standard coastal trope. Designed by award-winning Cardello Architects, the home is a fortress of design-a structural marvel built with an uncompromising integrity that feels as permanent as the tides. The silhouette is bold and commanding, yet every element

Libby Mattson Houlihan Lawrence

Sought-after Rivers Edge offers this fabulous 4-level townhome with spacious, light-filled living throughout! The open living room and dining area feature hardwood floors and crown moldings, creating the perfect space for everyday living and entertaining. Eat-in kitchen boasts granite countertops and sliders to a private balcony for relaxing outdoors. Upstairs, the bright primary bedroom

John Pellegrino William Raveis Real Estate