Darien Homes for Sale

Welcome to Darien, Connecticut – a picturesque coastal town that perfectly blends suburban charm with a vibrant community spirit. Nestled in the heart of Fairfield County, Darien offers an idyllic setting for families, professionals, and anyone seeking a tranquil escape from the hustle and bustle of city life. With its stunning waterfront views, lush parks, and top-rated schools, it’s no wonder that Darien is consistently ranked among the best places to live in Connecticut.

The town boasts a rich history, with beautifully preserved architecture and a friendly, welcoming atmosphere. Residents enjoy a variety of recreational activities, from sailing and fishing along the Long Island Sound to hiking and biking on scenic trails. The vibrant downtown area is home to an array of boutique shops, gourmet restaurants, and cozy cafés, making it a delightful spot for weekend outings.

For those looking to make Darien their home, the real estate market offers an enticing selection of properties. Homes for sale in Darien range from charming historic houses to modern luxury estates, ensuring that there’s something for every taste and budget. Each neighborhood exudes its own unique character, whether you prefer the serene tree-lined streets or the lively community vibe near the waterfront.

With its blend of natural beauty, excellent amenities, and a strong sense of community, Darien is not just a place to live – it’s a lifestyle. Explore the available homes for sale today and discover your dream residence in this enchanting Connecticut town. Your new beginning awaits in Darien!

Newest Darien Homes for Sale

$4,850,000

5 Beds ⋅ 6 Baths ⋅ 24194430 MLS

Tucked in the Delafield Island Association and moments from the beach, town, train, & schools, this custom built 5-bedroom residence offers an ideal blend of timeless elegance & modern comfort. Thoughtfully designed with soaring ceilings, an open floor plan & sun-filled interiors, nearly every main living space enjoys beautiful views of the pool & private backyard. A dramatic two-story foyer welcomes you into gracious dining room and parlor, creating a dramatic first impression. At the heart of the home is a spectacular eat in chef's kitchen featuring two expansive islands, abundant custom cabinetry, & seamless flow into the spacious family room & opens to a covered terrace with built-in heaters, creating the perfect setting for year-round indoor/outdoor entertaining. 2 home offices, breakfast nook, 2 powder rooms, & a large mudroom, complete the 1st fl. The luxurious primary suite is a true retreat, highlighted by a vaulted ceiling, lg walk-in closet & spa-inspired bath w radiant heated floors, soaking tub, double vanity, & oversized shower. An adjoining sitting room offers the perfect space for a private lounge, gym or nursery. 4 addl generously sized BRs & 3 full baths provide room for all, while the spacious 2nd fl landing is an inviting area for reading/relaxing. Finished huge basement w high ceilings has versatile space to add a golf simulator. 3rd fl is framed & plumbed, offering an outstanding opportunity to create a bedroom suite w bath tailored to your needs

13 Sunswyck Rd, Darien

$1,600,000

4 Beds ⋅ 2 Baths ⋅ 24193539 MLS

105 Rose Lane blends classic charm with modern updates in a welcoming Darien neighborhood. This sun-filled 4-bedroom, 2-bath home features an open-concept first floor, an updated kitchen, and beautifully renovated bathrooms for a move-in ready experience. An additional living space offers flexibility for relaxing or entertaining, while the fantastic front porch is perfect for enjoying morning coffee or evening unwinding. Tucked on a quiet private road, the home offers a sense of privacy with a friendly, community feel. A finished basement provides space for a playroom, gym, or home office. Conveniently located just half a mile from the elementary school and close to Darien Commons for dining and shopping, with the train less than a mile away for an easy commute.

105 Rose Ln, Darien

$1,695,000

4 Beds ⋅ 3 Baths ⋅ 24192928 MLS

HIGHEST AND BEST BY 7/27 AT 5PM. UPDATED TAX CARD .. 2745 SQFT! Beautifully sited on a professionally landscaped corner lot, this turnkey home offers the perfect blend of comfort, flexibility, and convenience. The thoughtfully designed floor plan features four bedrooms and three updated full baths, including two spacious bedrooms and a renovated bath on the main level, plus two additional bedrooms upstairs with a large shared bath and a convenient second-floor laundry room. The exceptional fully permitted finished lower level expands the living space with a spa-inspired bath featuring heated floors, plus flexible areas for a home office, gym, playroom, media room, abundant storage, and a second laundry with oversized smart washer and dryer. Outside, mature landscaping, privacy fencing, irrigation, and a custom stone seating area create a private backyard retreat. Spend summer evenings gathered around the fire pit as professionally designed landscape lighting casts a warm glow across the property, creating the perfect setting for entertaining or unwinding at the end of the day. Extensively updated with a Navien tankless gas heating and hot water system, dual-zone central air, spray foam insulation, whole-house water softener and drinking water filtration systems, and updated mechanicals throughout. An attached two-car garage, natural gas, public water, and public sewer complete the package. Just moments from downtown Darien, the train, parks, shopping, and restaurants.

105 Holmes Ave, Darien

$1,395,000

3 Beds ⋅ 2 Baths ⋅ 24129833 MLS

Welcome to 36 Richmond Drive! Tucked into a great Darien neighborhood, this three-bedroom, two-bath ranch is close to everything, bike to Cherry Lawn Park, walk to local shops and restaurants, or hop on the train in minutes. The home sits on a level, corner lot of over half an acre, with stone patios, a built-in grill, and plenty of yard space for play and entertaining. Inside, you'll find a lower level that's perfect for hanging out, with a playroom, bar, and a cozy wood-burning stove. Whether you're ready to update and make it your own, or you're looking for a project with great potential, this home is a terrific opportunity. All in the award-winning Ox Ridge Blue Ribbon School district!

36 Richmond Dr, Darien

$4,450,000

5 Beds ⋅ 5 Baths ⋅ 24190513 MLS

Welcome to this classic Coastal Connecticut colonial, ideally situated in the coveted Tokeneke Association - offering space, comfort, and versatility for every member of the family. With 5 bedrooms - including a convenient first-floor guest suite and four bedrooms on the second level - this home is designed for gracious everyday living. The main floor features a formal living room, elegant dining room, casual dining area, and a spacious office, all flowing effortlessly together. The chef's kitchen opens to both casual dining and a warm, fireplace-lit gathering room, the heart of the home. A large mudroom with garage and back-entrance access, plus a separate laundry room, adds everyday ease. Retreat to the private primary suite, complete with an en-suite bath and two walk-in closets. The second floor also offers a second en-suite bedroom, two additional bedrooms sharing a beautifully renovated hall bath, a versatile sitting/work area, and abundant storage throughout. The finished basement boasts a spectacular wine room, that holds 1600 bottles, and casual sitting area - perfect for relaxing or entertaining. The attached garage holds two-cars plus, and a third bay is in the "barn" - a blank canvas ready to become a guest quarters, entertaining space, second-floor hangout, studio, or whatever you can imagination. Outside, unwind on the beautiful stone patio, set against an expansive, green yard. A rare opportunity in one of the most sought-after associations.

6 Searles Rd, Darien

$1,700,000

3 Beds ⋅ 3 Baths ⋅ 24191926 MLS

Nestled on a quiet, tree-lined lane in one of Darien's most desirable neighborhoods, this expanded cape offers the perfect blend of timeless charm, generous living space, & endless potential. A welcoming foyer leads to elegant formal living & dining rooms, where the inviting living room is anchored by a dramatic floor-to-ceiling stone fireplace, while the spectacular oversized family room impresses with soaring ceilings & walls of windows overlooking the private backyard. The kitchen features granite countertops, stainless steel appliances, & seamless access to an expansive deck designed for effortless indoor-outdoor entertaining. Step outside to a beautifully landscaped backyard framed by mature trees & exceptional privacy. The second level features a spacious primary bedroom with multiple walk-in closets & an adjoining oversized bonus room, offering the ideal space for a private home office, nursery, or the opportunity to create a luxurious primary suite. Two additional generously sized bedrooms & two full baths complete the upper level. The finished lower level provides flexibility with a spacious recreation room featuring a second stone fireplace, abundant storage, & unfinished space for future expansion. Perfectly positioned just moments from award-winning Darien schools, Woodland Park, Metro-North, dining, beaches, & major commuter routes, this exceptional home offers the ideal balance of privacy, convenience, & the quintessential Darien lifestyle.

12 Laurel Ln, Darien

$2,695,000

4 Beds ⋅ 4 Baths ⋅ 24190949 MLS

Set on one of Darien's most sought-after, multi-million dollar cul-de-sacs, this sprawling wood and brick ranch offers exceptional scale and endless potential for the discerning buyer, renovator, or builder. Positioned on a remarkably private 2.5 acre lot, abutting another 10+ acres of protected wetlands, the setting affords unmatched peace, natural beauty, and exclusivity. The interior boasts a versatile layout. The back of the home features expansive walls of glass, with a fully enclosed glass terrace, which creates a seamless visual connection to the serene, wooded surroundings. Highlights include 3 generously sized bedrooms, 3.5 baths, a sauna, a spacious living room anchored by a beautiful stone fireplace, a formal dining room, and a large eat-in kitchen, with a large breakfast area. Designed with an indoor-outdoor flow in mind, the substantial multi-purpose room anchoring one end of the house, can be used according to any family's needs: a playroom, family room, studio, in-law suite. With its sliding doors that open to the flagstone terrace and the private free-form pool, it shows the flexibility of the design. Whether remodeling, renovating, expanding, or building new, this is a special one-of-a-kind opportunity to create your dream in your new home. Agents please check confidential remarks.

18 Linda Ln, Darien

$3,900,000

5 Beds ⋅ 6 Baths ⋅ 24189523 MLS

Set on 2.19 private acres in a prime Darien location, 222 Brookside Road offers exceptional space, privacy, and opportunity just minutes from town and Cherry Lawn Park. With more than 7,000 square feet above grade, plus an additional 3,000 square feet on the lower level, this expansive 4-bedroom, 5.5-bath residence provides an incredible canvas to create a home tailored to your vision. Generously proportioned rooms and tall ceilings create a wonderful sense of scale throughout, while a flexible floor plan offers endless possibilities, including the potential for a first-floor in-law or guest suite. The exceptionally spacious lower level provides abundant room for entertaining, relaxing, and recreation. Outdoors, the expansive property is highlighted by a pool and well-appointed pool house featuring a full bath, laundry hookups, and full kitchen with a range and space for a refrigerator-creating a private setting for summer gatherings and relaxation. An attached four-car garage, plus an additional detached two-car garage, provides parking for six cars and even more flexibility. A rare opportunity to enjoy significant acreage, remarkable space, and endless potential in an incredibly convenient Darien location.

222 Brookside Rd, Darien

$3,950,000

4 Beds ⋅ 4 Baths ⋅ 24186583 MLS

Originally the sole residence on Wildcat Road, this distinguished 1925 stone manor blends timeless architectural elegance with a commanding setting. Located within Darien's coveted Delafield Island private association, the property is approached by a sweeping circular drive and surrounded by mature landscaping offering a rare sense of privacy, grandeur, and permanence, just minutes from downtown Darien, the Metro-North train, beaches, and Great Island. Rich in character and craftsmanship, the residence showcases architectural details rarely found today, including soaring 12-foot ceilings, a dramatic circular staircase, five fireplaces, Juliet balconies, vintage servant bells, graceful arches, skylights, and a sun-filled glass solarium. Thoughtfully designed for both grand entertaining and comfortable everyday living, the spacious country kitchen opens to an expansive deck overlooking the surrounding natural landscape. Adding to the property's exceptional appeal, several acres of protected land trust border the rear of the home, preserving a tranquil backdrop and enhancing the estate-like setting. Whether hosting family gatherings, entertaining guests, or simply enjoying the peace and beauty of its surroundings, 15 Wildcat Road offers a unique opportunity to own one of Delafield Island's most distinctive and historic homes.

15 Wildcat Rd, Darien

$1,749,000

5 Beds ⋅ 4 Baths ⋅ 24184615 MLS

Spacious Colonial in the sought-after Hindley Elementary School district! Offering over 2500sf on the main and upper levels, this 5-bedroom, 3 full and 1 half bath home is designed for comfortable everyday living and entertaining. The oversized primary suite is complemented by generous living spaces, while 500sf finished lower level with wet bar provides an ideal recreation room, media room, home gym, or entertaining space. The eat-in kitchen opens to a large deck overlooking a private, fully fenced backyard-perfect for outdoor dining, children, pets, and summer gatherings. Enjoy the convenience of sidewalks leading to Darien's train station, downtown shops, restaurants, parks, beaches, and the Darien YMCA with beach view just across the street, offering competitive swimming and outstanding gymnastic programs, nursery school and activities for all ages. Public transportation is nearby, and quick access to I-95 makes commuting a breeze. Move right in and experience the exceptional convenience and lifestyle that Darien has to offer.

2435 Boston Post Rd, Darien

$12,995,000

5 Beds ⋅ 8 Baths ⋅ 24187039 MLS

This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering one acre of east facing views that can be enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned by Christopher Plummer of The Sound of Music, the current owners have meticulously renovated and restored this cherished home with the renowned builders, Significant Homes and interior designer, Cindy Rinfret, Rinfret LLC. The architectural integrity has been preserved with comfort and quality for today's lifestyle. A world-class property.

209-209 Long Neck Point Rd, Darien

$1,475,000

3 Beds ⋅ 3 Baths ⋅ 24184745 MLS

The one you've been waiting for! Rarely does a home offer the character of an established neighborhood with the quality and convenience of essentially brand-new construction. Completely renovated from top to bottom, this turnkey 3-bedroom, 2.5-bath home is perfect as a starter home, condo alternative, or right-sizing opportunity. Every detail from the designer kitchen and luxurious baths to the roof, windows, siding, and major mechanical systems has been replaced or upgraded, creating a home designed for effortless living. The inviting open floor plan seamlessly blends comfort and functionality. The professionally landscaped grounds and an oversized entertaining deck provide the perfect backdrop for summer gatherings, outdoor dining, and everyday enjoyment. Just moments from Darien's award-winning schools, Metro-North, Rowayton Village, Five Mile River, beaches, shops, and restaurants, this home is perfectly positioned to enjoy an effortless coastal lifestyle. Simply unpack and enjoy summer just minutes from the water.

7 Raymond Hts, Darien

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