Refine Search
Map
Sort by
$3,925,000
4 Beds ⋅ 4 Baths ⋅ 24204574 MLS
Welcome to 20 Lighthouse Way, where coming home means stepping straight into a waterfront lifestyle. With a private boat mooring and the Long Island Sound at your doorstep, the transition from the workday to the water is effortless. Launch a paddleboard for a sunset outing, hop in a kayak, take the boat out for a spontaneous cruise, or enjoy waterskiing-all from your own backyard. Here, the best part of the day may be what happens after you get home. The heart of the home is a newly renovated, crisp white kitchen that flows effortlessly into a sun-drenched dining area and spacious family room centered around a cozy fireplace. Whether hosting a summer soiree or enjoying a quiet morning coffee, the open floor plan feels airy and intuitive. For those who need space to spread out, the first floor is versatile, featuring a bright living room with fireplace, dedicated office, oversized playroom, and functional mudroom with ample storage to keep coastal life organized. Upstairs, the primary suite and a second bedroom offer breathtaking water views, serving as private sanctuaries to watch the sun sparkle on the water. With four bedrooms and three updated baths, there is ample space, plus the flexibility to easily convert back to a five-bedroom layout. Outdoor living is elevated here-literally. Expansive decks on both levels overlook the water, providing the ultimate backdrop for alfresco dining and family gatherings.

20 Lighthouse Way, Darien
$1,749,000
4 Beds ⋅ 3 Baths ⋅ 24197232 MLS
Experience the timeless allure of 60 Middlesex Road, a quintessential New England Colonial that perfectly captures the spirit of Darien living. This warm residence offers a serene escape while keeping the town center, top-rated schools, and commuter links just moments away. From the moment you step inside, the home feels both sophisticated and deeply welcoming. The expansive living room, anchored by a cozy fireplace, invites you to linger, while the formal dining room is bathed in natural light, setting the stage for memorable dinner parties. At the heart of the home, the kitchen is a true showpiece, outfitted with stainless steel appliances that will delight any chef. This space flows effortlessly into a butler's pantry and sun-drenched family room, complete with a convenient half-bath. Indoor-outdoor living is perfected here. Slide open the doors to discover a large deck overlooking a gracious sized fenced-in backyard-an ideal backdrop for alfresco dining or quiet afternoons surrounded by greenery. Retreat to the second floor, where the luxurious primary suite serves as a private haven with its own ensuite bath and a spacious walk-in closet. Three additional bright bedrooms and a well-appointed full bathroom provide plenty of space for everyone. For even more flexibility, the lower level offers a versatile area ready to adapt to your specific lifestyle needs, whether it's for a home gym or a quiet office. This is more than just a house; it's a place to truly feel at home.

60 Middlesex Rd, Darien
$895,000
2 Beds ⋅ 2 Baths ⋅ 24199804 MLS
Highest & Best by 12noon Sept.9th. Charming 1815 Colonial with Character and Endless Potential Step back in time while envisioning the possibilities in this charming 1815 Old-Style Colonial, offering timeless character, versatility, and an exceptional opportunity to create a home uniquely your own. The inviting main level features a welcoming front porch, comfortable living room, dining area, kitchen, and bright sunroom overlooking the private backyard. Upstairs, two bedrooms and a full bath provide a cozy and functional living space. The lower level adds valuable flexibility with a recreation room, half bath, and walk-out access to the backyard. A detached one-car garage and private yard further enhance the property's appeal. Ideally situated near the exciting Noroton Heights development, the property is just minutes from restaurants, shops, and the train station, providing convenient access to shopping, dining, transportation, and the many amenities of this desirable location. Bring your vision and imagination to this special property and transform it into your dream home. With its historic character, private outdoor space, and excellent location, this is an outstanding opportunity for a builder, investor, or buyer looking for a property with tremendous potential. Property is being sold "AS IS." Buyer to conduct all due diligence.

64 Noroton Ave, Darien
$2,250,000
4 Beds ⋅ 4 Baths ⋅ 24201958 MLS
Rebuilt in 2007 by an award-winning builder and thoughtfully updated and maintained ever since, this exceptional home offers timeless design, quality craftsmanship, and a highly desirable location close to town, shopping, and everyday conveniences. A welcoming open floor plan features elegant living and dining spaces, a private home office, and a gourmet kitchen that seamlessly flows into the sun-filled family room with custom millwork and views of the professionally landscaped yard. The updated kitchen showcases new countertops, backsplash, refinished cabinetry, and updated appliances, creating a stylish and functional heart of the home. Upstairs, the renovated primary suite offers a luxurious retreat with a beautifully updated bath and generous walk-in closets, while three additional bedrooms and two full baths complete the second level. The finished lower level provides versatile space ideal for a playroom, media room, gym, or study area. Outside, a spacious terrace, outdoor grilling area, and newly fenced backyard create the perfect setting for entertaining and everyday enjoyment. Move-in ready and designed for today's lifestyle, this home offers the perfect blend of comfort, style, and convenience.

1644 Boston Post Rd, Darien
$1,299,000
3 Beds ⋅ 2 Baths ⋅ 24200711 MLS
Own two fully renovated residences on one Darien property, offering the flexibility to live, earn, invest, or create a combination that works for you. 53 Maple Street pairs a beautifully renovated main residence with a separate, fully renovated one bedroom cottage, creating an income producing property unlike most offerings in Darien. Imagine living in the main home while rental income from the cottage helps offset your monthly expenses, or maintaining both residences as an investment with two established income streams. The property also offers exceptional flexibility for guests, a private home office, or changing needs over time. Both residences have been renovated for comfortable, easy living, with updated interiors and distinct living spaces that provide privacy and independence. The main residence is currently leased at $4,050 per month and the cottage at $3,500 per month, with both rents below current market potential. For buyers searching for a Darien CT home with rental income, a two residence property, or a long term real estate investment, 53 Maple Street presents a compelling opportunity: two renovated homes, two potential income streams, and the freedom to decide how the property works for you.

53 Maple St, Darien
$2,525,000
8 Beds ⋅ 3 Baths ⋅ 24162337 MLS
Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".

2646 Boston Post Rd, Darien
$3,499,000
5 Beds ⋅ 6 Baths ⋅ 24144031 MLS
Exceptional NEW CONSTRUCTION - Walk to Town - Experience a thoughtfully designed home by V&A Construction, a highly regarded local builder known for exceptional craftsmanship. Just a short walk to town, shops, restaurants and the train, the location is as convenient as it is desirable. The home features handcrafted cabinetry and millwork, wide-plank white oak floors and high ceilings throughout. Imported European windows and doors not only add a beautiful architectural element, but make the home feel exceptionally quiet and comfortable. A welcoming foyer opens to living and dining rooms, a private home office and a designer kitchen with breakfast nook, premium appliances and a fully equipped butler's pantry. The kitchen flows directly into a spacious family room with a wood-burning fireplace, creating an easy, open layout for everyday living and entertaining. The expansive mudroom offers generous storage, connects to a back staircase and leads to a spacious lower level that can accommodate a gym, media room and game room. The second floor includes five generously sized bedrooms, highlighted by a primary suite with dual walk-in closets and a spa-like bath with premium fixtures. A large third-floor loft provides flexible space for a playroom, additional office or a relaxed retreat. This award-winning builder is dedicated to creating homes of the highest quality. Rarely offered and not to be missed.

72 Old Kings Hwy S, Darien

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.