Darien, CT Houses for Sale

There is so much more here than meets the eye! The understated outdoor charm of this storybook colonial, sitting on .66 acre at the end of the lane, will delight you with a surprisingly large, open, modern home. Quietly nestled in one of Darien, Connecticut's highly desirable, friendly, and welcoming neighborhoods, this 11 room property was built in 2001, offering tremendous value to the

Ingrid Hess Compass Connecticut, LLC

Don't miss this rare opportunity to live directly on the historic Five Mile River. This stunning, light-filled Colonial was completely rebuilt in 2004 and offers a seamless blend of luxury, comfort, and breathtaking views. Featuring four bedrooms, three and a half baths, 3,674 square feet of living space, .50 acres of beautifully landscaped grounds including private waterfront with a dock

Cristina Veeder Compass Connecticut, LLC

Tucked away on a quiet cul-de-sac in the highly coveted Allwood Neighborhood, this charming 5-bedroom home is set on a beautifully maintained 1.61-acre property and offers over 4,000 sq ft of thoughtfully designed living space. Classic yet comfortably casual, the home features high ceilings and generous living areas throughout. The welcoming foyer opens to a step-down living room with vaulted

Carla Kupiec William Raveis Real Estate

Tucked away at the end of a private cul-de-sac in Darien's highly coveted Delafield Island, this custom 5BR, 4.5BA Colonial offers 5,475 sq. ft. of luxury living on over one acre. Built by a renowned high-end homebuilder, this home combines in-town convenience with the privacy of a resort-style backyard featuring a heated free-form infinity saltwater pool, spa, waterfall, and freestanding stone

Carla Kupiec William Raveis Real Estate

Welcome to this inviting four-bedroom home perfectly situated on one of Darien's most coveted in-town streets, renowned for its strong sense of community and vibrant neighborhood gatherings. Just steps from Royle Elementary School and a short walk to town, train, and schools, this property offers the ultimate in convenience and lifestyle. At the heart of the home is a spacious eat-in gourmet

Amy Barsanti William Pitt Sotheby's Int'l

Set in one of Darien's most desirable neighborhoods, this impeccably renovated home blends timeless charm with modern luxury- all within walking distance to schools, the train station, and the shops and restaurants of Noroton Commons. The location simply can't be beat. Sitting on nearly one flat acre, the stunning and ultra-private backyard feels like your own secluded retreat. Mature landscaping

Amanda Spatola Houlihan Lawrence

Experience the perfect blend of charm and sophistication in this beautifully updated Nantucket-style Colonial, located within the Tokeneke Association. Originally built in 1921, this home has been thoughtfully expanded and renovated, preserving its classic architecture while introducing contemporary comfort and style. Perched on a naturally elevated lot, the home enjoys sweeping views of Scott's

Ashley Dineen Compass Connecticut, LLC

Ideally located in the heart of the sought-after Noroton Manor Association and within the coveted Hindley Blue Ribbon school district, this delightful three-bedroom, two-bath home offers the perfect blend of charm and convenience. Enjoy exclusive access to a private beach and tennis courts, all within a welcoming, close-knit community. Inside, you'll find a spacious eat-in kitchen with an island,

Janine Tienken Houlihan Lawrence

Classic charm meets modern living in this updated colonial, set on over an acre with a stunning wood roof, stone walls, and a circular driveway. Entirely new second floor added. Now you have 4+ bedrooms, 4 full baths, and flexible living spaces on both floors, there's room for everyone plus exciting potential for future expansion.The main level features a spacious living/family room, private

Holly Hurd Houlihan Lawrence

This contemporary Colonial, crafted by Alfieri Enterprises and thoughtfully reimagined in 2025 by Gill & Gill Architects, blends timeless charm with modern sophistication. Nestled on a sought-after cul-de-sac convenient to downtown Darien, this nearly 4,000SF home offers 5 bedrooms, 3.5 bathrooms-perfectly designed for both everyday living and elegant entertaining. The main level boasts open

Becky Munro Brown Harris Stevens

Welcome to 20 Locust Hill Road, a stunning new construction opportunity in the heart of Darien, CT. This modern colonial/farmhouse-style home, constructed by an experienced builder renowned for high-end residential properties throughout Fairfield County, offers 5 bedrooms, 4.5 bathrooms, and an expansive 4,897 square feet of living space. Situated on a generous .50 acre in-town lot, this home

Robert Marchesi Compass Connecticut, LLC

Welcome to 37 Salisbury Road - a picturesque sanctuary minutes from downtown Darien and New Canaan. Custom designed and constructed by Kent Eppley with substantial millwork and curved archways, home was built with flexibility in mind and accommodates various lifestyles. One-level living with generous spaces including a private guest wing, high-end chef's kitchen with river rock fireplace, family

Sharon Rodda Houlihan Lawrence

Seize the incredible opportunity to transform 345 Hollow Tree Ridge Road into your dream abode. The current residence features four spacious bedrooms and two and a half bathrooms, providing a solid foundation for customization. With 2,913 square feet of living space, including two inviting fireplaces, this home combines comfort and charm. Set on a generous 1-acre lot that basks in plenty of

Carolyn Nally Compass Connecticut, LLC

Situated high on a fully fenced private half acre surrounded by mature plantings sits this meticulously maintained 1910 Colonial Farmhouse. Covered porches welcome visitors into this sunny and gracious home featuring four bedrooms, three full baths (primary bathroom and hall bath with radiant heat), living room with fireplace and coffered ceiling, dining room, eat-in kitchen, and family room with

Mary Lou Ball Houlihan Lawrence

Opportunity knocks near the greens! This 4 Bedroom, 3 full bath ranch home, nestled just steps from a private golf course, offers incredible potential in a highly desirable location. Set on a scenic, wooded lot with handsome, mature landscaping and an in-ground pool, the property is bursting with character and ready for its next chapter, offering ample possibiities. It has been lovingly

Mary Kate Klemish-Boehm Brown Harris Stevens

Welcome to 11 Cedar Gate Road, a coastal-style charmer located at the edge of Delafield Island in Darien's private Cedar Gate Association. Completely renovated and expanded in 2014, this Nantucket-style Colonial offers the best of the suburban lifestyle. With 4 bedrooms, 3 full bathrooms, and 2,447 square feet of beautifully designed living space, the home is filled with thoughtful architectural

Anika Charron Compass Connecticut, LLC

Quintessential Cape with pool on a desirable private road in Darien. This wonderful four-bedroom, three-and-a half bath home with hardwood floors throughout, is set on a generous .84-acre yard. The first floor includes a spacious living room with fireplaced, separate formal dining room, a large eat-in kitchen and a sun-drenched family room. In addition, the first floor features a convenient

Sheree Frank Houlihan Lawrence

Welcome to 25 Tokeneke Trail, an exceptional waterfront residence in the private Tokeneke Association. Perfectly positioned to capture panoramic water views from nearly every room and not in a flood zone, this home blends coastal charm with the finest in modern living. The property offers direct water access via a dock and mooring, and permitting for a deeper water dock is underway. A three-year

Breda Casey Brown Harris Stevens

Welcome to 102 Rose Lane, a perfect oasis in a wonderful neighborhood setting. This classic colonial is full of charm and has been beautifully updated for you to move right in. A covered porch and an adjacent slate patio are great for eating outdoors, a cozy living room with fireplace and built-in bookshelves leads to a bright family room with vaulted ceilings, bay window and more built-ins, a

Linda Terhune Houlihan Lawrence

BEST BUY IN DARIEN! Sweet and Petite 2 bedroom home on private road in desirable Darien. Easy one level living includes updated appliances. Large sliders in kitchen open to fenced rear yard with storage shed. This is a marvelous alternative to restrictive condominium living so bring your pets! Enjoy "as is" or expand and grow your home on this double lot in the popular Noroton Heights area.

Lynn Fraund William Pitt Sotheby's Int'l

With timeless appeal, this quintessential New England stone & shingle style colonial offers finely crafted architectural details with thoughtful design and exceptional quality. Designed and built in 2006 by Louise Brooks & Artisan Builders, this exquisite home is situated on a beautifully landscaped hillside knoll in the private Tokeneke Association. With four levels of living the list of first

Kathryn DeSalvo Compass Connecticut, LLC

Move-in ready and ideally located moments to all the best Darien has to offer! Welcome to 128 West Avenue - a beautifully updated home with an open-concept layout designed for modern living. The bright and spacious living room flows effortlessly into the renovated kitchen featuring a large center island, and the adjoining dining area opens directly to the outdoor living space. The main level

Jennifer Leahy Compass Connecticut, LLC

FULLY AVAILABLE. Tucked Gracefully back from the road this Elegant 4 bedroom & 5 bath home is not to be missed! When you walk through the Oversized Doors into the Grand front hall with soaring ceilings you will fall in love with this beautiful home. Incredible 9 foot ceilings throughout. A formal living and dining room with custom millwork, coffered ceilings & french doors. Enjoy the family room

Kathryn Bates Compass Connecticut, LLC

Own a piece of history with the Quintard-Frost House, a stunning antique Dutch Colonial home built in 1715 that seamlessly blends historic charm with modern comfort. This 5-bedroom, 3.5-bathroom residence showcases timeless craftsmanship, including original wide-plank floors, exposed beams, and period details throughout. At the heart of the home is a true antique bar with fireplace, a rare and

Seema Dohil Brown Harris Stevens

Bursting with charm, this home has a rare blend of classic old-world character and modern updates and amenities. The thoughtfully designed chef's kitchen features a vaulted ceiling, custom moldings, and a center island, serving as the heart of the home. An open layout connects the kitchen, living spaces, and outdoor areas, making it ideal for both daily living and entertaining. French doors

Zoe Hamann Compass Connecticut, LLC

CONVENIENCE PLUS... This 1950's cape has so much to offer and a great opportunity to join the Darien community.. Three bedrooms, one conveniently on the first floor, living room with fireplace, 2 full baths (one on each floor) and a usable lot with great parking. WALK to Noroton Heights train and Darien Commons with its great shops and restaurants, and to Baker Park with playground and baseball

Mary Lopiano Brown Harris Stevens

HAY ISLAND: Breathtaking, unobstructed views of the Long Island Sound stretch from this private island at the end of a gated causeway on Darien's cherished waterfront coast. Held by one family for over a century, this waterfront sanctuary features a meticulously crafted 8,684 SF New England colonial built in 2010. Positioned high above the water, with sweeping southeasterly views the six-bedroom,

Leslie McElwreath Sotheby's International Realty

HAY ISLAND: Breathtaking, unobstructed views of the Long Island Sound stretch from this private island at the end of a gated causeway on Darien's cherished waterfront coast. Held by one family for over a century, this waterfront sanctuary features a meticulously crafted 8,684 SF New England colonial built in 2010. Positioned high above the water, with sweeping southeasterly views the six-bedroom,

Leslie McElwreath Sotheby's International Realty

World class one of a kind newly constructed modern masterpiece designed by award winning architect Vita Design with stunning unobstructed water views from every room in the house. This custom coastal build sets luxury to the highest level. The home features tall ceilings with an abundance of open space filled with natural light coming in through the floor to ceiling oversized European style

Jennifer DaSilva Mixer William Raveis Real Estate

Combining refined elegance with complete privacy, this 9.5-acre estate is the quintessential sanctuary for those seeking an elevated, sophisticated lifestyle in a tranquil and secluded setting. Situated at the end of a gravel drive lined with Bradford Pear trees, the compound features a 10,000-square-foot main house, a luxurious pool and pool house, a charming two-bedroom guest cottage, and an

Ashley Dineen Compass Connecticut, LLC

Proposed site plan and new construction drawings by Hatley Homes Design. Are you looking for a private, waterfront haven to build your dream home? Look no further than 1 Pratt Island. This 1 acre property is at the end of a private association with sunrise and sunset views. The lot comes with easements to a deep water dock and an incredible sandy beach steps away. With gorgeous mature trees, this

Keiley Fuller Compass Connecticut, LLC

Dreaming of customizing your new home? Nestled on a private and flat 1.2 acres on a desirable Darien cul-du-sac, this modern-colonial stunner will feature a custom kitchen with breakfast room that opens to a sizable deck overlooking the private yard and flows into a huge great room with gas fireplace. An oversized living room is perfect for entertaining, while the first floor bedroom/office

Serena Richards Brown Harris Stevens

Welcome to 11 Greenwood Avenue-a beautifully renovated farmhouse-style Colonial. This inviting four-bedroom home blends timeless charm with thoughtful modern updates. The bright, renovated kitchen opens seamlessly into the family room, creating the perfect flow for everyday living and entertaining. Step outside onto the expansive back deck, where you're surrounded by blossoming trees and a lush,

Nellie Snell William Raveis Real Estate

Highly Coveted & Desirable 4 Bed/ 2.5 Bath Colonial/Raised Ranch on cul de sac in Woodway Acres neighborhood of Upper Springdale. Beautifully Renovated in 2021 the home features main level open floor plan Kitchen & Great Room w/ Dining Area overlooking private backyard, large patio and in-ground pool plus office, mudroom, powder room & garage. Second floor offers Primary Bedroom Suite plus 3

Christopher Sinatra Higgins Group Real Estate

Tucked away at the end of a quiet cul-de-sac, you'll find this renovated and beautifully maintained cottage with a gorgeous yard set along the Five Mile River. The oversized gourmet kitchen offers a light-filled oasis where you can comfortably entertain. Walk through the French doors onto the stunning bluestone patio surrounded by picturesque landscaping and the tranquil sounds of the gentle

Nellie Snell William Raveis Real Estate