Darien Homes for Sale

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Newest Darien Homes for Sale

$6,985,000

7 Beds ⋅ 11 Baths ⋅ 24213571 MLS

Set back from the road on 2.7 beautifully landscaped acres, 451 Mansfield Avenue offers the privacy, grandeur, and distinctive character of a true country estate. A sweeping circular drive introduces a grand residence distinguished by its striking stone facade and timeless architectural detailing, a substantial two-story guest house, and a magnificent outdoor setting centered around a 24' x 48' infinity-edge pool. Extensive custom stonework, elegant terraces, and lush grounds enhance the property's distinctive estate-like character. Extensively renovated in 2026, the residence features all- new mechanical systems, new windows, and thoughtfully redesigned interiors. Blending timeless architectural elegance with sophisticated contemporary luxury, the home offers approximately 9,000 square feet of finished living space, including a light-filled 1,600-square-foot walk-out lower level. Inside, a graceful, curved staircase rises from the herringbone-floored foyer, introducing beautifully proportioned rooms, distinctive millwork, and refined architectural detailing. Formal living and dining rooms, each with a custom marble fireplace, provide gracious entertaining spaces, while a richly paneled library with coffered ceiling and fireplace offers a distinguished private study.

451 Mansfield Ave, Darien

$4,995,000

6 Beds ⋅ 6 Baths ⋅ 24212918 MLS

Experience the pinnacle of modern luxury at 8 Bouton Lane, a masterful new construction that sets a new benchmark for craftsmanship in Darien. Every inch of this residence reflects an uncompromising commitment to quality, from the soaring nine-foot ceilings on the main level to the intricate millwork and exquisite waist-high paneling that graces the formal dining and living rooms. At the heart of the home, a chef's dream kitchen awaits, equipped with top of the line appliances, centered around an expansive island w/ample seating. The open flow leads seamlessly into inviting spaces anchored by a fireplace in both the living and family rooms, perfect for sophisticated entertaining. The second floor is a sanctuary of comfort, headlined by a sumptuous primary suite. This retreat features a dramatic tray ceiling in primary bath, a private sitting area w/its own gas starter fireplace, dual walk-in closets and floor-to-ceiling wainscoting. The 4 additional spacious bedrooms on this level share two thoughtfully designed Jack&Jill baths. The finished 3rd level, not to be missed, has two rooms with vaulted ceilings, skylights, custom shiplap walls, and a full bath. This flex space can be the 6th bedroom, home office, or any customized use. Not to be outdone, the finished lower level offers nearly 1,000 sq ft featuring a elegant tray ceiling, side paneling, a walk-in cedar closet, and convenient walk-out access. Outside, the large, private bluestone patio provides a serene setting for

8 Bouton Ln, Darien

$5,025,000

6 Beds ⋅ 3 Baths ⋅ 24213301 MLS

There is a rare kind of magic when classic architecture meets a modern, artistic eye. Privately tucked at the end of a quiet Tokeneke cul-de-sac, this stunning six-bedroom center-hall Colonial is surrounded by extraordinary grounds reminiscent of a private botanical garden. Mature specimen trees, sculpted greenery, flowering perennials and winding bluestone pathways create a breathtaking landscape in every season. Inside, sophisticated interiors blend timeless elegance with modern style. Sun-filled rooms, oversized windows, bespoke finishes and designer outdoor lighting frame spectacular garden views throughout. A beautifully remodeled eat-in kitchen serves as the heart of the home, flowing effortlessly into gracious living and entertaining spaces. Outdoors, an infinity-edge gunite pool and spa take center stage, surrounded by expansive bluestone terraces for dining, lounging and entertaining. A dedicated fire pit gathering area adds another enchanting dimension to this remarkable setting. Lush, mature landscaping provides exceptional privacy, creating a true resort-like retreat. Steps from Five Mile River, Rowayton and coastal Darien, this extraordinary property offers the perfect marriage of classic architecture, sophisticated design and unforgettable indoor-outdoor living. An exceptional property with the added luxury of flexibility, offering generous possibilities for future expansion.

6 Berry Ln, Darien

$1,850,000

4 Beds ⋅ 3 Baths ⋅ 24213243 MLS

Space, warmth and an opportunity to make it your own await at 101 Hoyt Street. Set on approximately 0.4 acres, this home offers a spacious layout and three fireplaces that add character throughout. A generous kitchen connects to the family room, creating a welcoming gathering place for everyday living and entertaining. The spacious primary suite features a private full bath and its own fireplace-a cozy retreat at the end of the day. This home offers flexibility for guests, a home office or creative pursuits, while an attached two-car garage adds everyday convenience. The home also features a new roof. Located within walking distance of Holmes Elementary School, this home combines space and potential with a convenient Darien setting. Bring your vision and make it your own. Interior photos are unavailable due to tenant occupancy. Please refer to the attached floor plans. Property is being sold AS IS.

101 Hoyt St, Darien

$1,649,000

3 Beds ⋅ 3 Baths ⋅ 24211645 MLS

A rare opportunity to live on Tilley Pond Park - with stunning park and water views, on a coveted street that offers a lifestyle like no other. This storybook blend of scenic beauty and coastal charm offers an idyllic walk to all, with newly expanded shopping and restaurants of downtown Darien and the train just steps away. Have it all with beautiful nearby beaches and award-winning schools. Take in one of Darien's most picturesque locations every day, from the ultimate place to curl up with a book or a morning coffee - your enchanting, heated front porch with wrap-around windows. Or choose a cozy spot in front of your beautiful living room fireplace. Everyday living and entertaining are a breeze with a bright and spacious open first floor that also includes a family room with built-ins and dining room with bay window. The newer kitchen with vaulted ceiling, Wolf range and breakfast bar has Carrera marble counters, heated floors and sliders to a generous bluestone patio, perfect for outdoor dining. The level fenced-in yard offers privacy, professionally maintained mature plantings and handy garden shed. A convenient first floor bedroom and full bath complete the first level. Find two more bedrooms on the second floor of this romantic cottage-style home, including a large sunny primary bedroom with skylight, walk-in closet and full bath. The finished lower level provides even more living space with another full bath, a recreation room with built-ins, laundry & generous storage

27 Lakeside Ave, Darien

$4,725,000

6 Beds ⋅ 7 Baths ⋅ 24210974 MLS

Custom crafted by Fox Hill Builders in 2017, this exceptional home combines impeccable quality craftsmanship, generous proportions and a light-filled, open floor plan designed for modern living. Expansive windows and glass doors bring abundant natural light throughout while creating a seamless connection to outdoor spaces and water views. At the heart of the home, the impressive great room opens to the rolling front lawn overlooking the water, while additional glass doors lead to a private covered deck and expansive patio surrounded by mature privacy plantings-ideal for everyday living and entertaining. The gracious primary suite features spectacular water views, a private balcony and two walk-in closets. Four additional bedrooms, each with a private bath and walk-in closet, plus a dedicated office complete the second floor. The third floor offers a private suite with oversized bedroom, bonus room, full bath, balcony and water views. The finished lower level provides flexible space for a media center, play area and gym, plus a full bath. Enjoy a private mooring, walk to nearby beaches, restaurants and Blue Ribbon award winning Hindley Elementary School. Come experience the highly sought-after Seagate Association-a vibrant neighborhood community in one of Darien's most desirable coastal settings.

12 Seagate Rd, Darien

$7,995,000

5 Beds ⋅ 7 Baths ⋅ 24212593 MLS

Set on a protected cove that never goes to mud flats even at low tide, 3 Coves End Road started as a Colonial built in 1912, now completely reimagined as a stunning light-filled contemporary home on a quiet no-outlet street. Long water views and abundant sunlight from every side define the house, with custom French doors opening to multiple decks. The custom kitchen is built for serious cooking and entertaining: wood beams, three sinks including one in the island, Wolf 6-burner cooktop, two Wolf convection wall ovens, two Miele dishwashers and two Sub-Zero refrigerators, plus an oversized mudroom and a Butler's Pantry w/ a 100+ bottle Sub-Zero wine cooler. Formal dining room, study/office w/ French doors, four fireplaces, 9.5 ft first-floor ceilings and new wide-board oak floors. Five bedrooms, each w/ its own bath, and all bedrooms enjoy spectacular water views. The primary suite offers a sitting room w/ fireplace, a wall of windows, a private balcony, two full baths and a large walk-in closet. Professionally landscaped grounds, new stone driveway, kayak/canoe launch dock, 3-car detached garage w/ EV charger, lifetime zinc roof on house and garage, unseen solar panels and a full-house generator. A rare waterfront offering in the historic Tokeneke Park that pairs historic character w/ modern living, within an hour from Manhattan.

3 Coves End Rd, Darien

$2,699,000

5 Beds ⋅ 5 Baths ⋅ 24210093 MLS

In Darien, Connecticut, this gracious colonial is a rare combination of space, light, location and value! Beautifully updated and impeccably maintained, this 5-bedroom, 4.5-bath Colonial offers over 5,000 sq. ft. of gracious living on a welcoming Darien cul-de-sac. High ceilings and abundant natural light create a wonderful sense of openness throughout. The remodeled eat-in kitchen flows seamlessly into a spectacular sun-filled, eating area, two-story family room with soaring vaulted ceilings, built-ins, and fireplace. The spacious first floor also offers formal living and dining rooms, a private home office, and bonus/playroom with fireplace. Upstairs are 5 generously sized bedrooms, 3 full baths and an oversized laundry room. The fully finished lower level adds another 1,000+ sq. ft, with a full bath, mudroom, abundant storage and flexible space for a possible 6th bedroom, gym or recreation room. Enjoy a friendly, welcoming neighborhood, where all play safely outside and neighbors gather and support one another. Ideally located with easy access to the Talmadge Hill train station, Merritt Parkway, and the shopping, dining and conveniences of Darien, New Canaan, Glenbrook, Springdale and Stamford. An extraordinary opportunity to enjoy the space, comfort, and lifestyle of a substantial Darien home, at a truly compelling value, increasingly difficult to find in Darien today, particularly in the sought-after Ox Ridge School District! Agents, please see confidential remarks.

53 Country Club Rd, Darien

$3,995,000

6 Beds ⋅ 8 Baths ⋅ 24209556 MLS

Opportunities to build fresh on Long Neck Point are vanishingly rare, making this lush, one-acre parcel a true crown jewel in Darien's most prestigious enclave. This isn't just a piece of land; it's a seamless path to an extraordinary lifestyle. If you've been dreaming of a bespoke estate but dread the years of red tape, your solution has arrived. The property comes with preapproved architectural plans for a stunning Center Hall Colonial. The design features 7,500 square feet of sophisticated living space across the first and second floors alone, with additional square footage thoughtfully planned for both the third floor and the expansive basement level. Imagine sweeping interiors and a layout that flows effortlessly from one sun-drenched room to the next. With all permits in place and a premier builder ready to break ground, you can bypass the typical delays and start construction immediately. The lot itself is absolutely gorgeous, offering a level, expansive canvas that invites creative landscape design. Elevating this opportunity even further is the exclusive inclusion of waterfront access. A shared dock is currently being built for the four properties in this enclave, reachable via a dedicated pathway that leads directly to the water at Pear Tree Point Road. It is the ultimate amenity for those who wish to embrace the coastal lifestyle. This is a rare invitation to secure a foothold in a legendary location without the wait.

74 Long Neck Point Rd, Darien

$1,895,000

4 Beds ⋅ 3 Baths ⋅ 24210698 MLS

Nestled at the end of a cul-de-sac in one of Darien's most desirable neighborhoods, 9 Wilson Ridge Road East offers a wonderful opportunity to create a home that's distinctly your own. This four bedroom two and a half bath home has a welcoming floor plan for today's lifestyle. The main level has a living room with a fireplace, a formal dining room and a spacious eat in kitchen with a generous family room. A separate Den offers a private space for work or relaxation while the Sunroom provides an inviting spot to relax and enjoy the outdoors. Upstairs the primary suite is joined by 3 additional bedrooms, hardwood floors throughout the home. A large unfinished basement offers exciting potential for additional living space. A two car attached garage adds everyday convenience. Set on a beautiful half acre lot, this home is just minutes from the Noroton Heights train station, Darien Commons, and Heights Crossing, with restaurants, cafes, shops and daily essentials close by. With its inviting setting and exceptional location, this is a rare opportunity!

9 Wilson Ridge Rd E, Darien

$1,795,000

4 Beds ⋅ 2 Baths ⋅ 24210835 MLS

Step into a storybook setting at 150 Holmes Avenue, where the timeless elegance of a classic Victorian meets a meticulous, top-to-bottom modernization. From the moment you approach you'll feel the historic charm that defines this Darien gem. Inside, the transformation is striking. The entire interior has been freshly painted in a crisp, sophisticated palette, perfectly complementing the hardwood floors throughout. The heart of the home is a beautifully updated kitchen, blending contemporary convenience with the home's original soulful character. Every corner of this residence shines with pride of ownership; it is exceptionally clean, bright, and truly move-in ready. Whether you are hosting a formal dinner or enjoying a quiet morning in the sun-drenched living spaces, the atmosphere is one of effortless grace. Beyond the main house, discover a feature that sets this property apart: a detached two-car garage designed for the serious hobbyist. Equipped with a professional grade industrial hook and hoist system for engine work, this space is a dream come true for car enthusiasts or anyone needing a heavy duty workshop. It's a rare find that adds a layer of practical luxury to this enchanting estate. Experience the perfect blend of 19th-century personality and 21st-century peace of mind. Walking neighborhood, including to school and the train. Top of the line efficient mechanicals including a Buderus Oil Burner. Quality, comfort and convenience. Your new chapter starts here..

150 Holmes Ave, Darien

$3,795,000

4 Beds ⋅ 5 Baths ⋅ 24210059 MLS

Set within Darien's coveted private Tokeneke Association, 5 Cross Road is a quintessential stone Colonial gracefully positioned on a private .70 acre property. Timeless architectural character, exceptional privacy, and inviting living spaces define this distinctive residence in one of the town's most sought-after coastal neighborhoods.The thoughtfully updated kitchen serves as the heart of the home, while an extraordinary family room with soaring ceilings and abundant natural light offers a dramatic yet welcoming setting for everyday living and entertaining. A desirable first-floor primary suite provides comfort and convenience, creating an ideal layout for modern living. Classic details and generous rooms throughout complement the home's enduring stone facade and beautifully secluded grounds. Enjoy the rare combination of a tranquil residential setting, private association lifestyle, and convenient access to Darien's village, schools, train, beaches, and waterfront. A special Tokeneke offering where classic New England charm meets effortless, refined living.

5 Cross Rd, Darien

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.