Darien Homes for Sale

Darien Homes for Sale

Welcome to Darien, Connecticut – a picturesque coastal town that perfectly blends suburban charm with a vibrant community spirit. Nestled in Fairfield County, Darien is renowned for its scenic beauty, top-notch schools, and rich history. With its stunning waterfront properties along Long Island Sound and lush green parks, this idyllic town is an ideal place for families, professionals, and retirees alike.

Darien boasts a strong sense of community, with a variety of local events and activities that bring residents together throughout the year. The town's charming downtown area is filled with delightful boutiques, gourmet restaurants, and cozy cafes, making it a perfect spot for leisurely strolls or weekend outings. Outdoor enthusiasts will appreciate the abundant recreational opportunities, including hiking trails, beach access, and sports facilities.

For those considering a move to this enchanting town, there are a number of homes for sale that cater to diverse tastes and budgets. From elegant waterfront estates with breathtaking views to cozy family homes nestled in tranquil neighborhoods, Darien offers a range of properties that suit every lifestyle. The real estate market here is thriving, with well-maintained homes that reflect the town's commitment to quality living.

Whether you’re looking for a place to raise a family or seeking a peaceful retreat close to nature, Darien’s homes for sale provide an exceptional opportunity to experience all that this charming town has to offer. Come explore the beauty and community spirit of Darien – your dream home awaits!

Newest Darien Homes for Sale

24 Arrowhead Way, Darien
$6,250,000
5 Beds ⋅ 9 Baths ⋅ 24214699 MLS
In the prestigious Tokeneke Association, this elegant 8,300sf Colonial on 1.78 acres sits above lawns and beautiful gardens. Almost a 50% new addition and extensive renovations in 2006, the owners respected the architectural heritage while introducing the ease and refinement of contemporary living. The pool and spa sit within the back wraparound terrace, now an exceptional outdoor living sanctuary. A living room, sunroom, formal dining room, the connecting kitchen and family room with fireplace and the spectacular first floor primary wing all open through French doors onto the sunlit terrace and sweeping lawns. The vaulted primary suite with fireplace, his/her baths and dressing rooms leads to your own patio. Steps from the entry foyer is an elegant living and dining room, and a beautiful kitchen with an impressive nine-foot marble island opens onto the family room with fireplace and breakfast room all opening to the gardens, creating a natural flow from formal living to relaxed everyday life. Upstairs is a second primary suite with fireplace and sitting room and three additional en suite bedrooms. A cathedral ceiling great room with exposed beams and attached bath creates the ultimate in an entertaining space. A playroom is on the third floor. The walk-out lower level features a stone and wood office with fireplace, bar and wine cellar and exercise room. A two car garage cottage has heated upstairs office/sleeping room. Serene and private. 47 miles NYC. The best of Darien

24 Arrowhead Way, Darien

25 Pt O Woods Rd, Darien
$3,895,000
5 Beds ⋅ 6 Baths ⋅ 24214570 MLS
Classic character, exceptional space, and a setting you'll want to experience firsthand. Designed by architect Ed Wallace and built in 1933, 25 Point O Woods Road is a beautiful example of classic Center Hall Colonial craftsmanship, thoughtfully updated for today's lifestyle. Set on 1.15 beautifully landscaped acres, this inviting home blends timeless architecture with generous spaces and modern comfort. A gracious center hall leads to well-proportioned rooms and an impressive family room with a dramatic two-tier coffered ceiling. The recently renovated all-season sun porch, transformed from the original screened porch, offers a bright and comfortable space to enjoy the beauty of the grounds year-round. The flexible floor plan features five bedrooms, five full baths, and one half bath, with exceptional room for family and guests. Two additional rooms above the garage offer endless possibilities as home offices, a gym, guest spaces, or additional bedrooms. An expansive lower level includes a full bath, exercise room, and abundant storage. Outside, professionally landscaped grounds create a private setting for entertaining and everyday enjoyment. The level backyard is ideally sited for a pool, offering the opportunity to create a spectacular private retreat. With its architectural character, thoughtful updates, generous spaces, and exceptional setting, 25 Point O Woods Road is a home that feels special from the moment you arrive and one you won't want to leave!

25 Pt O Woods Rd, Darien

41 Sedgwick Ave, Darien
$2,695,000
3 Beds ⋅ 4 Baths ⋅ 24207533 MLS
NEW CONSTRUCTION - one of a kind home offers the freedom and convenience of townhouse living without the shared walls and additional fees. Every inch of this 3,000 sq ft. beauty has been carefully considered and masterfully built with quality components and great detail. Gracious entry, floating oak shelves, SubZero and Wolf appliances, Boral siding, and Kallista fixtures are only some of the special features that one would find in a much larger, higher priced build. The entire house feels bright and fresh due to the oversized Baltic triple-paned windows. Stunning kitchen with oak island and waterfall breakfast bar opens to a separate dining area large enough to seat 8. Gas heat shift fireplace flanked by built-in shelves and window seat is the focal point of a beamed ceiling living room. A separate office with Klar glass doors and built-in desk/shelves/drawers makes working from home a pleasure. Magazine worthy Primary Suite with huge custom closet is completed by a luxurious bath with oversized shower, double vanity, make-up table and built-in linen armoire. Attached garage, mudroom, family room with sliders to private patio and plenty of parking for visitors are just a few more of the many conveniences this home offers. Sited to take in the natural beauty of Tilley Pond Park whenever possible, this in-town, walk to everything offering is perfect for anyone looking for carefree living at it's best! PLEASE NOTE: All measurements are approximate. Interior photos coming!

41 Sedgwick Ave, Darien

8 Bouton Ln, 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

27 Lakeside Ave, 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

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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.

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