Darien CT Real Estate & Homes for Sale

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 with a wood burning fireplace off the oversized eat in kitchen with large windows overlooking the expansive, private backyard. A back staircase off the mudroom leads to a fun media flex room. The spacious primary suite with cathedral serves as a serene escape, featuring an en-suite bathroom and ample closet space. Each additional bedroom is generously sized, boasting its own unique charm and privacy. Set on a sprawling one acre lot, the outdoor space is an oasis of its own, perfect to grill on the deck or have a quiet evening under the stars. Freshly painted exterior and interior as well as new landscaping. Just minutes away from Dariens top rated schools, beautiful beaches, library and town.

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 office, guest suite, additional bedroom/playroom, eat-in kitchen, bar room, and formal dining room. Upstairs, the primary suite offers vaulted ceilings, dual walk-in closets, and a marble double shower. You'll find a bedroom off of the primary suite plus an easy way to make a third bedroom upstairs to make a total of 5 - providing flexibility. Potential includes a third floor with 12' ceilings ready to finish, 9' ceilings on the main level waiting to be opened up, and ample yard space to add a pool or party barn. Just minutes from local golf and tennis clubs. Curb appeal, privacy, and possibility-this is the one.

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 sightlines and refined finishes, sun-drenched home office, custom gourmet kitchen, and light-filled living and dining areas. Premium Thermador appliances, a Calacatta Gris Quartz island and bespoke cabinetry elevate the kitchen which features a breakfast room with expansive windows. Upstairs, the luxurious primary suite is a true retreat, featuring dual custom walk-in closets and a spa-inspired ensuite bath with dual vanities, a Calacatta Gold Marble rain shower and soaking tub. Three additional bedrooms with Jack & Jill bath and a secondary full bathroom. A fifth bedroom (or additional office) and versatile bonus room complete the upper level. The finished walk-out lower level adds living space with a large family room and fireplace. This level also includes a laundry room, storage and mechanical room, opening to a covered terrace and bluestone patio with a custom smokeless firepit. Professionally landscaped on a park-like acre, this home includes an oversized two-car garage with built-in cubbies. Smart home readiness, meticulous craftsmanship and luxurious finished throughout.

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 Subzero refrigerator, Wolf range, walk-in pantry, and marble island. The open layout flows effortlessly into a vaulted family room and out to two patios and a fully fenced, professionally landscaped yard-ideal for indoor-outdoor living. Five spacious bedrooms on the same level, include a luxurious primary suite with radiant heat bath floors and dual walk-in closets. With a finished third floor, private office, gym/flex room, and upgrades like Lutron lighting, Sonos, 2 gas fireplaces, and designer baths, this turnkey home offers comfort, convenience, and style in one of Darien's most desirable locations.

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. Also featured on the 2nd floor is a sun-drenched rear facing guest bedroom, hall bathroom & front facing guest bedroom w/surprise bonus office/gameroom/nursery. The 3rd floor offers a spacious 4th bedroom, possible alternate master bedroom, w/en-suite full bath & abundant storage. In the lower level you'll find a terrific recreation space, a laundry center & plenty of storage. Benefit from efficient living w/energy saving closed cell foam insulation, insulated Andersen windows, natural gas sourced heat, LED lighting, brand new appliances & more. Modern conveniences include integrated Wi-Fi, cable, security systems and generator ready hookup if needed. The yard is easy to care for and shows as it features a bluestone patio, large driveway & circular parking area. Located on a private dead-end street while being only steps to Noroton Heights train station & new shopping/dining district! This home is move-in ready and will provide years of ease & comfort! Agent/Owner

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 inviting space perfect for entertaining. The grand dining room sets the stage for unforgettable family gatherings, while the sunroom and eat-in kitchen offer warm and inviting spaces for everyday living. Step outside to enjoy the beautiful patio, an ideal spot for relaxing or hosting under the open sky. A 2-car garage provides convenience, completing this exceptional offering. Situated within walking distance to the train as well as the Corbin District, this home offers easy access to restaurants, coffee shops, and shopping, blending historic charm with the best of modern-day convenience. Steeped in history yet designed for modern living, the Quintard-Frost House is a rare opportunity to own a historic treasure in a prime location. Don't miss your chance to make this timeless property home!

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 White Quartz Center Island opens to the lovely family room with stone fireplace for easy living. The bedrooms are sanctuaries of comfort all with ensuite bathrooms. The primary suite with 15 foot ceilings offers a luxurious, private retreat complete with his and her closets and a white marble spa-inspired bathroom. Recently finished basement has been designed as a media room as well as a gym with sleek glass doors for a next level workout. The custom built wine closet is ideal for parties. The recently finished third floor is a flexible space for either a home office or 5th bedroom. The recently built outdoor patio is perfect for alfresco dining and relaxation. Experience the epitome of modern living in this prime Darien location. Walk to the train as well as Darien Commons to shop or have lunch or dinner. Close to Dariens Top Rated Schools and beautiful beaches. Not to be Missed.

Darien CT!!! Location, Location, Location! Super Spacious 4+ Bedroom, 3+ Bath Home in Prime Darien-Stamford Location! Welcome to this light-filled, beautifully aportioned 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 will love the convenient easy on/easy off Exit 9 of I-95, making travel to Manhattan a breeze. Inside, you'll find abundant natural light, a flexible floor plan - sizable living room with fireplace, separate dining room, and kitchen. Main level bedroom with full bath. 4 bedrooms on upper level - delightful primary with ample closets, 3 further bedrooms and another full bath; there's plenty of room to personalize and make your own. Partially finished lower level adds bonus square footage. Step outside to a fully fenced yard perfect for gatherings, complete with a deck and patio area ideal for outdoor living. A detached two-car garage provides room for your cars and excellent storage options, including a ladder-accessible loft, with additional driveway parking in front. This home truly offers space, location, and lifestyle-don't miss your chance to make it yours: Schedule your private tour today!

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 stone fireplace, library, office, and a well-appointed wet bar-perfect for everyday living and entertaining. The renovated gourmet eat-in kitchen is a chef's dream, with top-of-the-line appliances and a large center island with additional seating, all opening seamlessly to the backyard. Upstairs, the primary suite includes a spacious bedroom with vaulted ceilings, walk-in closet, and luxurious bathroom. The second floor bonus room offers flexibility for an additional office or playroom. Not to be missed is the additional 1,500-square-foot finished walkout basement, ideal for entertaining or fitting in a workout in the home gym. The three-car garage offers ample storage. Step outside to enjoy the private backyard, complete with a deck and stone terrace-perfect for summer entertaining or quiet relaxation. Residents of Boulder Ridge have access to Boulder Ridge Park which includes a playground and tennis court. Located in a private setting, just minutes from Darien's top-rated schools, shopping, and dining, this property offers the best of both worlds. Don't miss it!

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 versatile downstairs office or fourth bedroom offers flexibility to suit your needs. A walk-up attic provides easy access to even more storage space. With two wood-burning fireplaces, this warm and welcoming home is ready to become yours.

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 provides ample space for comfortable living and entertaining. Upon entering, you'll be greeted by the spacious layout, featuring an abundance of natural light and high-end finishes. The main level boasts a chef's kitchen with top-of-the-line appliances, a welcoming family room, dining room and office plus a convenient 3-car attached garage. Upstairs, the sumptuous primary bedroom suite with his & her walk-in closets, creates a serene retreat. 4 additional generously sized bedrooms and a bonus room round out the two upper level offerings. Located near the new Corbin Drive Downtown Darien Development, this home offers easy access to a range of amenities, including both town beaches. With the opportunity for the buyer to customize, this home presents the perfect canvas for creating your dream living space. Estimated occupancy date is Q3 2025. Don't miss the chance to make this exceptional property your own.

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 the heart of the home is the stylishly updated kitchen and inviting dining room-ideal for both everyday living and entertaining. Versatile office with full bath can double as a fifth bedroom. Upstairs, four spacious bedrooms offer comfort and privacy, while the finished lower level includes a bright playroom or bonus space to fit your needs. Enjoy the unbeatable convenience of being just minutes from top-rated schools, local shops, and Darien's beautiful beaches. This move-in ready gem is everything you've been waiting for!

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 finishes, and ample space for entertaining. Each of the five spacious bedrooms offers comfort and privacy. A finished lower level with a gym & playroom completes the picture. The expansive three-car garage provides even more space for your vehicles and gear. Outside, a sparkling pool awaits in your private backyard oasis-perfect for relaxing or hosting summer gatherings after a day at the beach. With its unbeatable location, exceptional features, and timeless style, this home is a rare opportunity you won't want to miss. Schedule your private showing today!

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, custom cabinetry, and a spacious center island. This bright, welcoming space flows seamlessly to your private backyard oasis, where a heated gunite pool by GlenGate and patio set the scene for unforgettable summer gatherings or peaceful evenings under the stars. Upstairs, the luxurious primary suite is your personal retreat-complete with two generous walk-in closets and a spa-like en suite bath. Additional bedrooms are thoughtfully designed with comfort and privacy in mind, while the third floor offers flexible space ideal for a guest suite, home office, or au pair accommodations, complete with a bedroom, full bath, and recreational area. The finished lower level expands your lifestyle possibilities with a media room, home gym, and ample storage throughout. Eco-conscious buyers will appreciate the addition of solar panels, offering energy efficiency without compromise. Perfectly located just minutes from Darien Commons, train, and schools, 176 Middlesex Road combines convenience, luxury, and serene sophistication-all in one remarkable home.

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 across the back of the house lead to stone terraces with views of a private, rolling lawn and the scenic Darien Land Trust Preserve and river. Upstairs, the primary suite includes a beautifully updated bathroom, along with three additional bedrooms and a hall bath. Quality finishes and original details throughout. Conveniently located within one mile of downtown Darien's shops, restaurants, and train station. A must-see home.

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 storage.Upstairs, the primary suite offers a fully renovated spa-like bath with radiant heat flooring and a custom-designed oversized walk-in closet. Three additional bedrooms include renovated en-suite baths with radiant heat and custom closets. A newly converted walk-up attic serves as a flexible space for a playroom, office, or gym. The lower level features a mudroom, a climate-controlled 1,000-bottle wine cellar, and spray foam insulation for energy efficiency. Outside, enjoy a new stone patio, a full irrigation system, and professionally landscaped grounds with evergreen privacy plantings. Conveniently located in the highly desirable Tokeneke Elementary School district, near Rowayton village and Darien town center. Short walk to the Rowayton train station. This exceptional home is not to be missed! Finished third floor not reflected on field card.

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 reminiscent of Rapunzel's tower, overlooking the remarkable oval foyer. Elegant glass doors in the foyer open to a picturesque courtyard and a reflecting pool, creating a stunning first impression. The gourmet chef's kitchen is designed for culinary excellence, boasting an oversized marble island, pantry, glass cabinetry, double ovens and a cozy family room w/a casual eating area. Entertain elegantly in the formal living & dining rooms, each adorned with a welcoming fireplace. The wet bar has a refrigerated wine closet which stores up to over 130 bottles. The 1st floor primary suite exudes luxury with its soaring ceilings, his and her walk-in closets, a lavish bathroom featuring a shower with an enclosed bathtub* and a separate sitting room. The bedroom's floor-to-ceiling French doors lead to the courtyard, complemented by a cozy gas fireplace. An adjacent bedroom and a 3rd bedroom/office share this wing of the home. Upstairs are 2 additional ensuite bedrooms connected by a refined wrought-iron bannister. The lower level offers an in-law apartment

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 field and visit the nearby top notch Darien Library. And in addition it is only a short distance to both of Darien's fine beaches and the town's fabulous 60 acre Great Island waterfront where you can enjoy nature at its best!

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 sophistication-situated in the coveted Hindley school district. Inside, 9-foot ceilings and a gracious layout create a sense of openness, ease and luxury. The formal living room, anchored by a fireplace, and the elegant dining room provide a refined setting for both lively gatherings and quiet evenings. Throughout the home, oak hardwood floors and large windows with natural light, provide a welcoming setting. At the heart of the home, the expansive kitchen flows seamlessly into the family room, opening out to a large deck and an inviting, private, flat fenced yard-perfect for play, entertaining, or peaceful reflection. The spacious primary suite is complemented by 4 additional bedrooms, offering flexibility for family, guests or home office. A generously sized bonus room, with fireplace and attached full bath, provides endless possibilities: playroom, in-law suite, or guest retreat. A spacious basement with high ceilings is perfect as is or ready to be transformed into the space that fits your needs. Look no further - this one checks every box!

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 living.With its chic and timeless decor, this home features multiple living areas, including a sun-filled kitchen with a large quartzite-topped island that opens to a cozy sitting area complete with a wood-burning fireplace and a custom wet bar for entertaining.The main level also has a formal dining room, a family room with a vaulted ceiling overlooking the scenic grounds, a versatile billiards room with a fireplace, and an expansive three-season room. The first floor also features a spacious primary suite with two walk-in closets and a separate sitting room with double-height windows providing the perfect sanctuary. There is an additional bedroom and full bathroom on the first floor, currently being utilized as a home office. The second floor includes three generously sized bedrooms. Outside you will find picturesque views of the property, a private outdoor deck that abuts your own nature preserve and a built-in fire pit area providing warmth and ambiance. The property is situated on a quiet, sought-after cul-de-sac and is a rare find in a private waterfront community.

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 throughout, extensive custom mill work and a gourmet kitchen featuring high-end appliances, marble countertops, and a large island and dining area. The inviting family room with a cozy fireplace opens to a large deck, and a private level wooded backyard-ideal for play, gardening, or summer barbecues. Upstairs, the spacious primary suite includes his and hers walk-in closets and a luxurious en-suite bathroom. Additional bedrooms are generously sized and perfect for family and guests. The finished lower level offers flexible space for a rec room, gym, or media area with a fireplace and a wine cellar. Located just minutes from top-rated Darien schools, train stations, town beaches, and the vibrant new Darien Commons, this home is a true gem for anyone seeking comfort, convenience, and community. Come experience the lifestyle that 25 Libby Lane has to offer-schedule your private showing today.

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 entertaining guests or enjoying quiet moments as you gaze out onto the gorgeous patio and expansive yard, perfect for outdoor gatherings and relaxation. With its blend of charm, comfort, and functionality, this home is truly a rare find in a highly sought-after neighborhood.

Sun-filled oasis with ample privacy, yet still a convenient walk to Old Kings Market, town, train, and Tilley Pond Park. Well-maintained home with enclosed courtyard and garden area, perfect for outdoor entertaining. Eat-in kitchen, living/dining room with fireplace, 2 bedrooms with cathedral ceilings, 2.5 baths. Laundry on 2nd floor. Plenty of storage with two attics, hatch in unit and pull-down stairs in garage. Central AC. Unit is leased until 7/1.

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 vision to create a dream home by expanding and renovating the existing house or as new build. Pasture Lane provides a picturesque country setting in a coastal community area with convenience to Weed Beach, the YMCA, Hindley School, RR & transportation access including the numerous amenities within Darien. A location without compromise so you don't have to. Please see new survey with wetlands boundary line transposed on map. Survey and soil test on file in the EPC / zoning office at Town Hall.

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 conveniently located on Henry Road. Desirable location, within walking distance to Middlesex Middle School, Noroton Train Station, Darien Commons with restaurants, coffee shops, gym, and more. Bring your designer's eye and make this your forever home. Hardwood floors underneath the wall-to-wall carpets, except in the office. Sold " As Is".