Darien CT Real Estate & Homes for Sale

Just Perfect! Nestled in the heart of the prestigious Tokeneke Association, 10 Winding Lane is a masterfully remodeled smart home, designed for effortless luxury and year-round comfort. Freshly painted and meticulously maintained, this turnkey 4-bedroom, 3 1/2-bath retreat blends timeless elegance with modern convenience. At the heart of the home, the gourmet DEANE-designed kitchen is a chef's dream, featuring premium appliances, marble countertops, a spacious island, and exquisite craftsmanship. French doors from both the kitchen and living room open to expansive deck and lushly landscaped gardens, creating a seamless indoor-outdoor connection. For year-round enjoyment, a three-season screened-in porch with a wood-burning fireplace offers the perfect setting-whether for crisp autumn evenings or breezy summer nights. Upstairs, the luxurious primary suite is a private sanctuary, complete with his-and-hers walk-in closets and a spa-inspired natural stone bath, featuring heated floors, a soaking tub and a spacious walk-in shower. Outside, a picturesque natural landscape and a charming stone pathway enhance the home's appeal. Move right in and embrace the unparalleled lifestyle of living in Tokeneke.

Fantastic opportunity to own this sun-filled, turn-key 4 bedroom, 2 1/2 bath home in a lovely Darien neighborhood, walkable to the Noroton Heights train station and adjacent to Woodland Park Nature Preserve! As you step into this quintessential 1926 colonial, you are greeted by open space and an extra large living room that flows into a sweet separate alcove and a gracious formal dining room. The updated kitchen features quartz countertops, newer appliances, and plenty of cabinetry plus a pantry for all your storage needs. The Family room off the kitchen boasts a vaulted ceiling, tons of natural light, and a mudroom area that exits to the large backyard with bluestone patio, oversized detached garage, plus fenced-in yard all backing up to 64.7 acres of woodland trails! Upstairs you will find all 4 generously-sized bedrooms. The primary bedroom has an updated en-suite bathroom plus 2 large closets, making it a comfortable retreat. There is also a large walk-up attic accessible through one of the bedrooms that is ideal for storage and/or possible opportunity to finish for additional living space. The full basement is partially finished with a sizeable playroom/gym area plus ample storage. Updates to this gem include Hardie Plank siding, all-new windows, new paved driveway, newly finished hardwood floors, and more!

Welcome to 15 Phillips Lane! This inviting residence is nestled in one of Darien's most sought-after neighborhoods. Originally part of The Phillips Estate, this home combines historical charm with modern updates for a truly unique living experience. Meticulously maintained and thoughtfully updated, you'll find space for everyone that's both stylish and functional. Spanning 3,599 square feet, this well-appointed home offers four spacious bedrooms and four full bathrooms, a fully finished basement to include an office, gym, play space, laundry/mud room, wine closet, full bath and storage galore! The generous primary suite features his and hers walk-in closet, renovated full bath with jacuzzi tub and heated floors. The kitchen is a chef's delight, featuring modern amenities, appliances and plenty of counter space. Imagine hosting friends in the open living areas, where natural light floods through large windows, creating a warm and welcoming atmosphere. Step outside to explore the expansive and private lot, perfect for outdoor gatherings or simply enjoying a quiet afternoon in your private outdoor space. Additional conveniences include a 2 car garage, breezeway with ample storage and irrigation system. Don't miss the chance to own a piece of history with all the comforts of today at 15 Phillips Lane. Your new home awaits!

Welcome to 15 Allwood Road, an elegant Colonial residence that beautifully combines timeless charm with modern luxury. Set on a sprawling 2.54-acre lot within the private Allwood Association, this property is an opportunity you won't want to miss. Upon entering, you will be immediately captivated by the front-to-back foyer, sophisticated design, and thoughtful layout. The first level and upstairs bathrooms feature custom reclaimed antique wide plank wood floors. The gourmet kitchen stands as the heart of the home, complete with a spacious center island that is perfect for casual meals or hosting grand gatherings. High ceilings, sunlit rooms, cozy screened-in porch and four working fireplaces are just a few of the many highlights of this exceptional home. With six beautifully appointed bedrooms and five and a half bathrooms (including four ensuite), there is no shortage of space for comfort and privacy. The primary suite serves as a true sanctuary, offering a dressing area, a large walk-in closet, and a spacious bath. The finished basement adds an extra layer of luxury, featuring a 1,000-bottle wine cellar, a fully equipped gym, a playroom, a full bath, a cozy wood-burning fireplace, and plenty of storage space. 15 Allwood Road is not just a home; it represents a lifestyle. A perfect blend of elegance, comfort, and modern amenities awaits you!

Welcome to 10 Holly Lane, a custom modern Colonial built in 2019 by Fox Hill Builders nestled in one of Darien's most sought-after neighborhoods. This exquisite residence offers the perfect blend of elegance and comfort. Its 10' ceilings on the first floor allow natural light to stream throughout the home making it an ideal sanctuary for discerning homeowners. Boasting approximately 6,012 square feet of meticulously designed living space, this home features 5 generously sized bedrooms and 5 well-appointed en suite bathrooms with 2 half baths providing ample room for family and guests. Situated in a tranquil and prestigious area of Darien, the property offers peace and privacy while being part of a vibrant community. The home is conveniently located within walking distance to Darien HS and Middlesex Middle School, shopping centers, dining establishments, and recreational facilities. With easy access to major highways and public transportation, commuting to nearby cities is seamless. Experience the epitome of luxury living at 10 Holly Lane. This property is a testament to refined taste and thoughtful design, offering a lifestyle of unparalleled comfort and sophistication.

An exceptional and unique opportunity awaits - rarely, if ever, does land of this quality and location come to market! Dream, create and escape to your sanctuary with this breathtaking and flat 7.62-acre property nestled in coveted Darien, CT. Boasting 2.74 buildable acres, this one-of-a-kind parcel offers an unparalleled canvas to create your custom masterpiece. Imagine waking up to serene and panoramic vistas, entertaining like no one else can, and multiple generations playing in the natural and private landscape. Whether you envision a family compound, a minimalist retreat or a timeless country estate, this property offers endless possibilities to bring your architectural dreams to life. Located in one of Connecticut's most sought-after enclaves, you'll enjoy the perfect balance of tranquility and accessibility - one hour from Manhattan, and just minutes from the vibrant towns of Darien and New Canaan, top-rated schools, country and riding clubs, town beaches and the sparkling Long Island Sound. This is more than a property; it's an invitation to create your masterpiece and provide the landscape to build memories with family and friends. Don't just build a house - create a legacy on this extraordinary land. Your dream starts here.

Welcome to 2 Driftway, a stunning 5-bedroom, 8,239 sq. ft. New England Colonial set on 2 acres in Darien's sought-after Tokeneke neighborhood. Built with A+ construction and high-end European craftsmanship, this home features cathedral ceilings, a dramatic dining room with two-story windows and radiant floor heating, and 18+ foot vaulted ceilings in the formal living, and family rooms, flooding the space with natural light. Designed for year-round entertaining, the gourmet kitchen boasts a Sub-Zero refrigerator, Diva de Provence stove, Wolf convection wall oven, wine chiller, and water filtration system. The kitchen and family rooms share a dual-sided wood-burning fireplace, and a private office includes a dry bar. Upstairs, the primary suite offers a spa-like bath, sauna, and a large walk-in closet, alongside three generously sized bedrooms and a spacious playroom. The fifth bedroom provides exceptional privacy and could serve as an additional primary suite or ADU with its' own entrance. The home also includes a gym, an expansive basement ready to be partially finished, and a 3-car heated garage. Enjoy direct pond frontage, perfect for ice skating in winter and kayaking in summer. Just a short walk to downtown Darien, the train, schools, and The Tokeneke Beach Club. This home is a rare opportunity. Schedule your showing today!

LOCATION LOCATION! Tremendous opportunity to move to a cul de sac within walking distance to schools, the train, Darien Commons and Woodland Park. This 4 bedroom, 3 bathroom home offers a large open living space with doors leading to deck ideal for entertaining. The kitchen includes an extra large dining area with built-in bar and a sun filled family room. Special features include 3 wood burning fireplaces and a full finished walk out basement with laundry room, full bath and potential extra bedroom. Lots of storage as well as a two car garage with a separate walk in entrance. This home offers wonderful space both indoors and out.

Welcome to 2620 Post Road - A Waterfront Retreat with Unmatched Convenience. Discover the perfect blend of tranquility and accessibility in this architectural gem, perched high above Holly Pond with breathtaking water views and stunning sunsets. Built in 1916, this meticulously maintained four-bedroom, 3.5-bath home seamlessly balances historic charm with thoughtful updates, while preserving its timeless appeal. Set on just under an acre with 81 feet of direct waterfront access, this property is a paradise for nature lovers, kayakers, and paddle boarders. The expansive rear yard and inviting pool offer great space for relaxation and play, while a private, hedge-lined driveway enhances the sense of seclusion. Inside, natural light pours through generous windows, highlighting spacious rooms, high ceilings, and a layout designed for both comfort and entertaining. The finished lower-level recreation room provides additional living space with endless possibilities. Most rooms capture scenic water views, making this home a birdwatcher's delight. Enjoy al fresco dining on the terrace, where you can host gatherings with family and friends against the backdrop of Holly Pond's serene beauty. Conveniently located near the YMCA, schools, train, beaches, and local shops, this home offers the best of waterfront living with every modern convenience just moments away. A rare opportunity to own a truly special property. Beautiful as it is, and also tremendous future potential.

HAY ISLAND: Breathtaking, unobstructed views of the Long Island Sound stretch from this private island at the end of a gated causeway on Darien's cherished waterfront coast. Held by one family for over a century, this waterfront sanctuary features a meticulously crafted 8,684 SF New England colonial built in 2010. Positioned high above the water, with sweeping southeasterly views the six-bedroom, seven-bathroom main house is adorned with exquisite millwork, high-end finishes, and six fireplaces. An infinity-edge pool overlooks one of two sandy beaches and the glittering waves, with the historic Greens Ledge Lighthouse in the distance. The island also includes a two-bedroom guest house, a pool house equipped with a kitchenette and full bathroom, a dock, separate spa and a freshwater pond. ELEVATIONS: Main House Door Sill Elevation is 19.38 Cottage Door Sill Elevation is 16.31 Pool House Door Sill Elevation is 14.68

Spacious and spotless! This is a private end unit condo at Darien Close in the heart of downtown Darien. Walk to shops,restaurants and Tilley Park. The unit is full of light in every room. It's all freshly painted and baths have been updated with new vanities and showers.This is an open floor plan with two story ceilings in every room. There is new carpet in the bedrooms,a new oven and new flooring throughout. The living room sliding doors lead to a private,enclosed area with a bluestone patio. Home includes electric car charging station in the garage.

PRICE IMPROVEMENT. Stunning Colonial. Enjoy low-maintenance living in a spacious, custom-built home on one of Darien's most sought-after streets.7 bedrooms and 6 fulls baths all with detailed millwork make this elegant home an exceptional find. The open, light-filled kitchen with a center island is the heart of the main floor, effortlessly flowing into the gracious family room on one side and a charming breakfast nook on the other. The formal dining room is also attached to the kitchen through the butlers pantry, ideal for entertaining. The formal living room with coffered ceilings and hardwood herringbone floors leads to a flexible space for either a home office or main floor bedroom, as well as a full bath. The second floor boasts four large bedrooms and three full baths, while the third floor has a generous guest suite and open playroom with vaulted ceilings. An additional 544 square feet of finished, walk-out basement space has a full bath and a bedroom or home gym, as well as a play area. The attached, 2-car garage and copious storage complete the expansive home. Beautifully choreographed seasonal plantings from a renowned landscape design company add a 3-season burst of color to the yard, where the bluestone patio offers a perfect outdoor dining place. Close proximity to beach, train, and the new Darien Commons development make 15 Gardiner Street the ideal location for enjoying Darien's top amenities.

Welcome to 12 Kona Rd-Where Elegance Meets Modern Sophistication. Nestled on over an acre at the end of a quiet cul-de-sac, this stunning 5 bedroom,6.5 bath colonial offers the perfect blend of privacy, tranquility & convenience in one of Darien's most coveted neighborhoods. With 6,805 sq. ft of beautifully updated living space, this home is just minutes from town, trains & top-rated schools. Step inside & be captivated by the entryway, which flows seamlessly into a bright & inviting formal living room with a gas fireplace & custom built-ins. To one side, a study with a gas fireplace, bar, & kegerator and wine/beverage fridge invites relaxation, while the elegant formal dining is perfect for entertaining. At the heart of the home, a state-of-the art chef's kitchen, featuring sleek white cabinetry, Danby marble countertops, Subzero/Wolf appliances, PUR20 water filtration system, plus a sunlit breakfast area. Step into a breathtaking great room, where 16 ft ceilings, soaring windows, a fireplace,& built-ins create an airy, dramatic space filled with natural light. Upstairs, a peaceful primary suite boasts vaulted ceilings, dual walk-in closets,& luxurious en-suite bath. Four additional bedrooms, three full baths & a sitting area complete the upper level. Above two-car garage, a spacious bonus room, bath & studio offer endless possibilities. Lower level features playroom, office, bath & mudroom-designed for comfort & functionality. Private terrace awaits summer fun. Don't miss i

Old England meets New England in this stylish and sophisticated 1939 cape. Thoughtful, full-house renovation includes all new Anderson Architect A-series windows, Maibec white cedar shingles, Azek trim, new roof, and copper gutters. Custom kitchen cabinetry built by New England Artisans finished with lacquered brass hardware, plus Carrera marble counters, Shaws fireclay sinks and top-of-the-line appliances. High-end finishes continue through both bathroom remodels with marble mosaic tile, radiant floor, a custom oak floating vanity, and California Faucets. Generous living room with fireplace, den with original pine floors and main floor bedroom. Breezeway with Adirondack chairs overlooks the manicured front lawn, complete with irrigation system. French doors lead to a backyard oasis with private bluestone patios, field stone walls, terraced gardens, and your very own mini-English courtyard. 35 Intervale Road is a carefully curated gem and a true labor of love.

Welcome to 319 Middlesex, where classic charm meets modern comfort! This stunning 4-bed, 3-full-bath home boasts a spacious and thoughtfully designed layout, featuring 9-foot ceilings on the 1st floor and a beautifully renovated kitchen. Nestled on a level lot, the home offers inviting spaces both inside & out. A sun-drenched sunroom welcomes you, perfect for greeting guests or enjoying peaceful moments. The formal living room exudes warmth w/ its charming beamed ceilings & stone fireplace, creating a cozy retreat. The formal dining room seamlessly transitions into the newly updated gourmet kitchen, complete with sleek cabinetry, new countertops, stainless steel appliances, and a convenient breakfast bar-ideal for entertaining. Step down into the expansive family room, where sliding doors open to a back deck, perfect for outdoor dining and gatherings. The main-floor bedroom w/ full bath provides flexibility for guests/home office. Upstairs, the luxurious primary suite features a vaulted ceiling, spacious walk-in closet, full bath and private balcony overlooking the serene property. Two add'l bedrooms and another full bath complete the 2nd floor. A charming wraparound deck connects the front & backyard, enhancing the home's appeal, while the oversized heated garage/workshop offers ample storage or hobby space. Located less than a mile from town w/ easy access to trains, shopping, dining, and parks, this home offers incredible convenience, great functionality and tranquility.

Location, location, location! So close to everything - schools, train, Woodland Park, shopping and restaurants. 1 Hickory Lane is in one of those neighborhoods you just don't leave. Hang out in the updated kitchen with substantial center island and a picture-perfect bay window. Four good-sized bedrooms, 3 1/2 bathrooms, two wood-burning fireplaces and large entertaining spaces. Three sets of French doors lead to the quiet backyard with a patio and privacy. Don't forget the attached two-car garage that includes attic storage. Sun-drenched and spacious. Well-kept and well-loved on nearly an acre in the heart of Darien. Recent updates include extensive landscaping with irrigation system, new fence and gutters, new exterior and interior paint, full bathroom remodel, and kitchen renovation with refinished cabinets and breakfast bar.

Serenity. Bright and cheerful, this picturesque home with water views in the heart of Tokeneke will take your breath away. Designed with enjoyment in mind, the balconies from the second floor capture Long Island Sound, Scotts Cove and majestic views of your own private salt water pond with fountain on this 1.4 level acre property. Spend your evening unwinding in your screened in porch or step outside to the bluestone patio and watch the sun set. The eat-in kitchen with center island has a perfect view of the pond. The primary suite has a work from home office and 2 decks for enjoyment. With a full bar room, including 2 full size wine fridges and sink, you will have guests over with ease. An added surprise of the home is the generous second floor family room with vaulted ceilings offering panoramic views of Scotts Cove. Don't miss this opportunity to live in an iconic Darien setting.

Premier Darien Waterfront Residence on Contentment Island Road, in the private Tokeneke Association! This exquisitely renovated estate seamlessly blends classic beauty with modern amenities, catering to the desires of today's discerning homebuyers. This property boasts abundant space, featuring direct water access complemented by a private dock and moorings, as well as a charming guest house, nestled within its expansive two acre grounds. Features include: 7 fireplaces, heart of pine flooring, and 9+ ceilings throughout. The Main Level boasts spacious open living areas with direct views of the water, gourmet Chef's Kitchen and Family Room, custom Library, lovely Living Room, Dining Room with beautiful coffered ceiling, and a stunning Sunroom with panoramic water views. The Second floor offers: 4 large Bedrooms and three Full Baths with direct water views, including a Primary suite with a lovely Sitting Room/Office. The Third Floor includes a large Media room, an additional Bedroom, two Bonus Rooms (Gym and Office) and a Full Bath. Minutes to downtown Darien, Rowayton, shops, restaurants, trains, and Award Winning Schools! A rare opportunity for coastal living just 40 miles from NYC. Also, enjoy outstanding evening sunsets!

Home by the Sea is set majestically behind stone pillars and gates on one of the largest Long Neck Point parcels, affording its residents 3.2 landscaped acres of privacy. As you enter, the peaceful setting of the secluded cove takes your breath away. There are wrap-around decks, velvet lawns, flowering gardens and water views for miles. Nature lovers will be in Heaven. The acclaimed architect Sean O'Kane and esteemed builder Hobbs, Inc, who took 2 years to complete the residence, were awarded the most prestigious CT Home Builders (HOBI) award for Best Custom Home. There are 12K sq.ft. of finished space on four floors. Formal and informal living spaces of detailed craftsmanship and millwork are absolute perfection for family and friends. All bedrooms are ensuite, including the Zen-like primary w/fireplace, private deck, 2 walk-in closets and 5 star hotel-like bath. An oversized domed room w/beams and full bath over the four car garage is an ideal WFH setting or an incredible in-law/nanny quarters. The home offers state of the art lighting and technology, a dock for your boat, a lower level w/theatre, wine cellar, gym, billiards room w/mahogany bar, and sunroom. There's even an area to wash your pooch. The pool area is gorgeous with ample patio areas. Home by the Sea represents an opportunity for the savvy, as homes of this quality and premier location rarely come on the market.

This stunning custom-designed waterfront shingle-style home, built from the ground up in 2013, sits on 1.03 acres in the highly sought-after Noroton Bay neighborhood. Located on a quiet cul-de-sac, this exceptional property offers deeded access to a private beach, mooring field, clubhouse, snack bar, pier, and dock. The 7,600 sq. ft. residence boasts 6 bedrooms and 6.5 baths, all filled with natural light through expansive windows. The beautifully designed kitchen by Kitchens by Deane features high-end appliances, including a 42-inch Sub-Zero refrigerator, a 48-inch Wolf Range, and additional Sub-Zero refrigeration drawers. A bar area with a Sub-Zero wine fridge, refrigerator drawers, and a dishwasher makes entertaining effortless. The home's open layout flows seamlessly onto 1,700 sq. ft. of covered porches, perfect for indoor-outdoor gatherings. A wood-burning fireplace anchors the spacious living room, while hardwood floors extend throughout all levels, including the third floor. Outside, the professionally landscaped lawn leads to a private dock overlooking a serene pond with wildlife and views of Long Island Sound. With additional bonus rooms and exceptional craftsmanship throughout, this is coastal living at its finest.

Oversize 5+ acre lot with charming home in 2 acre zone. Home features a 1st floor primary suite and adjacent solarium. Gracious living room with large fireplace, home office with fireplace, formal dining room and step down sun room/family room opens to the terrace and swimming pool. Mud room with laundry and powder room as well as rear entrance from the pool sits adjacent to the cooks kitchen. Upstairs are 3 additional bedrooms and hall bath. The adjacent 2 level barn can be finished to complement the home as you wish. A party barn, artist studio, fitness area could nicely fit.

Sweet and Petite! Move to a private road in desirable Darien... Easy one level living includes updated appliances. Large sliders in kitchen open to fenced rear yard with storage shed. This is a marvelous alternative to restrictive condominium living so bring your pets! Enjoy "as is" or expand and grow your home on this double lot in the popular Noroton Heights area. Around the corner is Darien Commons where there's an array of fine shops and eateries. It's just steps to the Noroton station with express trains to NYC. The Darien lifestyle offers award winning schools, scenic beaches, gourmet dining and much more. This is a rare opportunity so come visit soon!

Proposed site plan and new construction drawings by Hatley Homes Design. Are you looking for a private, waterfront haven to build your dream home? Look no further than 1 Pratt Island. This 1 acre property is at the end of a private association with sunrise and sunset views. The lot comes with easements to a deep water dock and an incredible sandy beach steps away. With gorgeous mature trees, this property overlooks Darien Harbor in one direction and Stamford's Shippan Point in the other. Come find your paradise! Taxes will be calculated once property has been subdivided.

World class one of a kind newly constructed modern masterpiece designed by award winning architect Vita Design with stunning unobstructed water views from every room in the house. This custom coastal build sets luxury to the highest level. The home features tall ceilings with an abundance of open space filled with natural light coming in through the floor to ceiling oversized European style windows. The home was thoughtfully designed to form an effortless flow between indoor and outdoor living. Intimately private, yet close to all the great amenities of Darien and Rowayton town center and a convenient drive or train ride to New York City. Set on a spacious 1 acre lot with a pool this home is the perfect setting for coastal living. The master suite has its own scenic balcony where you can wake up to your own amazing ocean views. The gourmet kitchen and exquisite bathrooms are all fitted with carefully designed, high end finishes. The home feature all bedrooms with ensuite baths, home office, dining room, mud room, and a basement with space for a recreation room and bar. This luxury modern property reflects the best Darien has to offer in an amazing seashore oasis.

This newly constructed Nantucket-Style Colonial, exudes timeless elegance. The 6 bedroom and 6.2 bathroom home is meticulously designed with high-end finishes and exquisite millwork throughout. An impressive 3-story foyer anchors the expansive main level as formal living and dining rooms seamlessly flow to the family room and gourmet kitchen. While French doors lead to a patio overlooking the heated pool and spa. With a luxurious primary suite, and 5 additional bedrooms with en-suite baths, there is abundant living space. A bonus room with loft and a partially finished lower level add further versatility. Situated on 2.99 park-like acres, conveniently located to downtown Darien, this property is ready for its new owners to call it home!