Darien, CT Houses for Sale

Welcome to this beautifully renovated custom-designed home, perfectly situated steps from town and train for ultimate convenience. Nestled on a quiet Darien cul-de-sac, this light-filled, modern retreat blends timeless design with thoughtful updates throughout. Renovated in 2022-2023, the home features 9.5 ft ceilings, new hardwood floors, custom lighting, and a stunning chef's kitchen with

Genevieve Schettino Compass Connecticut, LLC

32 Old Oak Road is a stunning 6,000 square foot, turn-key home featuring 5 bedrooms and 4.5 bathrooms located on a quiet cul-de-sac within the coveted Boulder Ridge Association. From the moment you step inside, the high ceilings, custom finishes, and abundant natural light reflect the comforts and elegance of modern living. The main level includes: formal living and dining rooms, family room with

Kristin Nemec William Pitt Sotheby's Int'l

Nestled on Nearwater Lane just moments from the beach, this beautifully renovated 5-bedroom/5 and a half bath home offers the perfect blend of luxury, comfort, and functionality. Step inside to discover a thoughtfully designed floor plan that flows effortlessly from room to room. The heart of the home is the stunning, fully renovated kitchen-complete with top-of-the-line appliances, sleek

Janine Tienken Houlihan Lawrence

Look no further-176 Middlesex Road is the home that truly has it all. Blending timeless character with modern comfort, this exceptional 6-bedroom, 5.5-bath residence offers three full floors of living space plus a beautifully finished basement-designed for effortless entertaining and relaxed everyday living. The main level features an open-concept kitchen and living area with premium appliances,

Ashley Dineen Compass Connecticut, LLC

Welcome to the epitome of sophisticated elegance at 48 Dorchester Road. As you ascend the graceful driveway, the declaration "I've arrived" is truly realized in this grand estate where the grandeur of Versailles meets the charm of Darien. This unique residence is replete with architectural surprises, including a hidden main staircase which gracefully leads to an enchanting interior balcony

Maggie Marchesi Compass Connecticut, LLC

Welcome to 7 Homewood Lane, an entertainer's delight, offering tranquility in the heart of the desirable Darien Tokeneke Association. Beautifully perched on one of the highest points in the association on 1.36 acres, this five-bedroom, three full and one half-bath home has been extensively renovated with a flexible floor plan that is designed to flow seamlessly for easy gatherings and everyday

Karen Bonner Brown Harris Stevens

Nestled on a quiet street in one of Darien's most desirable neighborhoods, 25 Libby Lane offers the perfect blend of timeless charm and modern elegance. This beautifully maintained home boasts 5 bedrooms, 5.2 bathrooms, and over 5545 SF of sun-drenched living space. Step inside to discover a thoughtfully designed floor plan with gracious entertaining spaces, 9 foot ceilings, hardwood floors

Chichi Mayhew Compass Connecticut, LLC

Welcome to your dream home! Nestled on a picturesque street, this stunning 5 bedroom colonial boasts incredible curb appeal that will captivate you from the moment you arrive. As you step inside, you'll be greeted by an inviting flow that seamlessly connects the spacious living area, all bathed in natural light thanks to the abundance of windows and elegant french doors. Picture yourself

Pam Pokorny Houlihan Lawrence

Premier Darien Waterfront Residence on Contentment Island Road, in the private Tokeneke Association! This exquisitely renovated estate seamlessly blends classic beauty with modern amenities, catering to the desires of today's discerning homebuyers. This property boasts abundant space, featuring direct water access complemented by a private dock and moorings, as well as a charming guest house,

Patricia Schram William Pitt Sotheby's Int'l

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

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 2 Dogwood Lane, a stunning home nestled in the prestigious Tokeneke Association. This elegant home offers the perfect blend of modern luxury and timeless design, with an expansive 5,265 square feet of living space on a beautifully landscaped 1.5 acre lot. Step inside to discover a tastefully renovated interior featuring high ceilings, tons of light and spacious living areas. The home

Keiley Fuller Compass Connecticut, LLC

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

A Commuter's Delight! Beginning from the lower level & up, this terrific new listing is as close to brand new as you can get! The unique floor plan offers great flexibility w/open entertaining space on the main level in addition to a bonus den/office/potential 5th BR & full bathroom. The 2nd floor delivers a stylish Primary bedroom suite w/plentiful closet space & a luxurious en-suite bathroom.

Carlalisa Giansanti Outlook Realty

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

As you step inside this Stunning House you are greeted with a light filled two story foyer, 9 foot ceilings and a sophisticated ambiance that flows effortlessly throughout the house. The spacious living areas, adorned with quality finishes, provide the perfect backdrop for both intimate gatherings and grand entertaining in the gorgeous oversized dining room. A custom Kitchen by Peter Deane with

Kathryn Bates Compass Connecticut, LLC

Darien CT!!! Super Spacious 4+ Bedroom, 3+ Bath Home in Prime Darien-Stamford Location! Welcome to this light-filled, beautifully spacious home offering the best of both worlds-highly sought-after Darien schools with the vibrant lifestyle of Stamford, CT! Enjoy easy access to Cove Island Park, Stamford dining and entertainment, and the Darien YMCA with pool and top-tier facilities. Commuters

Fiona Porter Keller Williams Realty

Step right into this inviting 3-4 bedroom home, ideally situated in a desirable, quiet neighborhood just minutes from all the conveniences of town. The open kitchen flows seamlessly into the family room, which leads out to a spacious deck overlooking a private backyard-perfect for relaxing or entertaining. The primary bedroom features built-in storage to keep everything neatly organized, while a

Julie Hancock Houlihan Lawrence

Charming Renovated Colonial in Prime Darien Neighborhood Nestled in one of Darien's most sought-after neighborhoods, this beautifully renovated and expanded custom Colonial offers the perfect blend of classic charm and modern comfort. Thoughtfully updated in 2017 & 2023, this 4-bedroom, 3 full-bath home features sun-drenched living spaces and a versatile layout designed for today's lifestyle. At

Janine Tienken Houlihan Lawrence

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

This stunning, fully updated four-bedroom Colonial seamlessly blends modern luxury with timeless charm. The main level, with 9 ft ceilings, boasts multiple living spaces, including a formal living room with gas fireplace, a cozy family room with wood-burning fireplace, and a spacious dining room-perfect for entertaining. The eat-in kitchen features radiant heat flooring and ample

Genevieve Schettino 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

Nestled in a close-knit neighborhood with front yard playdates and backyard barbecues, this 5 bedroom classic colonial, set on a flat .5 acre lot, is a perfect blend of tradition and modern comfort. Located just moments from Noroton Heights Train Station, the vibrant energy of Darien Commons, shopping, restaurants and local beaches, this home offers a rare combination of convenience and serene

Genevieve Schettino Compass Connecticut, LLC

GIVEN THIS IS A HOLIDAY WEEKEND THE TRUSTEES FOR THIS PROPERTY HAVE REQUESTED OFFERS BE SUBMITTED VIA EMAIL TO THE LISTING BROKERS BY NOON WEDNESDAY APRIL 23RD. Located on one of Darien's most sought-after cul-de-sacs this Cape Cod Colonial on 1.14 acres and an East / West orientation is available for the first time in over 70 years. This property is perfect for those looking to bring their

Holly Hawes Compass Connecticut, LLC

Well-loved family home, first time on the market in many years, and ready to make your own. 3 Bedrooms upstairs with a full bathroom. There is also a full bathroom on the main level with a possible 4 th bedroom /office/ Au-pair room/playroom. Large eat-in-kitchen with ample space for a center island. The finished basement is ideal for family gatherings, games, or a playroom. The driveway is

Beverley Macgregor William Raveis Real Estate

An exceptional and unique opportunity awaits - rarely, if ever, does land of this quality and location come to market! Dream, create and escape to your sanctuary with this breathtaking and flat 7.62-acre property nestled in coveted Darien, CT. Boasting 2.74 buildable acres, this one-of-a-kind parcel offers an unparalleled canvas to create your custom masterpiece. Imagine waking up to serene and

Jennifer Leahy Compass Connecticut, LLC

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

Home by the Sea is set majestically behind stone pillars and gates on one of the largest Long Neck Point parcels, affording its residents 3.2 landscaped acres of privacy. As you enter, the peaceful setting of the secluded cove takes your breath away. There are wrap-around decks, velvet lawns, flowering gardens and water views for miles. Nature lovers will be in Heaven. The acclaimed architect

Candace Blackwood BHHS Darien/New Canaan

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

This newly constructed Nantucket-Style Colonial, exudes timeless elegance. The 6 bedroom and 6.2 bathroom home is meticulously designed with high-end finishes and exquisite millwork throughout. An impressive 3-story foyer anchors the expansive main level as formal living and dining rooms seamlessly flow to the family room and gourmet kitchen. While French doors lead to a patio overlooking the

Janine Tienken Houlihan Lawrence

Nestled within the prestigious Tokeneke Association, this exceptional modern farmhouse is a masterpiece of design, offering a luxurious lifestyle on a grand scale. Boasting 9872 square feet of exquisitely crafted living space, this architectural gem seamlessly combines the timeless charm of a farmhouse with the sophistication of modern luxury. Upon entering, you are greeted by an impressive foyer

Keiley Fuller 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

Move right into this completely renovated home on a sought-after street in the Hindley School district. The kitchen and bathrooms have all been thoughtfully remodeled for today's lifestyle while preserving the charm and integrity of this classic Tudor. With a sunny open kitchen-family room, separate vaulted ceiling office/sunroom, and living and dining rooms, the spacious floor plan allows for

Carolyn Brook William Pitt Sotheby's Int'l

Welcome to this charming 3-bedroom, 1.5-bath home nestled in a quiet, well-established neighborhood. Sitting on a level corner lot, this property is perfect for buyers looking to customize their dream home. As you enter this classic Cape, the welcoming layout of the main level immediately makes you feel at home. This well-loved family home has been occupied by the same family for over 70 years.

Valerie Applebaum Berkshire Hathaway NE Prop.

Originally constructed in 1937 by Philadelphia architect Julian A. Fay, this 10,000+ square-foot Georgian Colonial has been meticulously restored, renovated, and expanded by its current owners.Renowned architect Louise Brooks skillfully preserved the home's historic charm while seamlessly integrating contemporary living spaces to meet today's lifestyle demands.Situated at the end

Ashley Dineen Compass Connecticut, LLC

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