Darien Real Estate, Homes and Condos for sale

All Darien homes currently listed for sale in Darien as of 05/20/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Darien homes for sale or other Darien real estate, please contact us and one of our knowledgeable Darien REALTORS® would be pleased to assist you.


Sort:
Show:
View:  
  Page 1 of 13  
 
$14,995,000
224 Long Neck Point Road, Darien CT 06820
5
BEDS
7
BATHS
9,516
SQFT
$1,576
$/SQFT
1.86
ACRES
2006
BUILT
"First time on the market. This gracious, exquisitely appointed custom-built Long Neck Point direct waterfront home is positioned perfectly to capture dramatic sunsets and the majestic Manhattan skyline and designed to maximize incredible views of Long Island Sound from every room. Main house has five en-suite bedrooms, soaring ceilings, custom mill work throughout, wide-width Cherry floors and four fireplaces. A sweeping lawn leads to guest house, pool and pool house overlooking a new dock. Truly a once-in-a-lifetime home."
$11,750,000
23 Tokeneke Trail, Darien CT 06820
6
BEDS
6
BATHS
5,663
SQFT
$2,075
$/SQFT
1.77
ACRES
1919
BUILT
"Once in a generation opportunity to own prime waterfront with private dock in coveted Tokeneke. A historic property sited high on a peninsula with unobstructed water views from every room of the house to Scotts Cove and Long Island Sound. You can live where the famous author Anne Morrow Lindbergh wrote her novels and where American aviation hero, Charles Lindbergh docked his seaplane. 1.77 acres with over 625 feet of shoreline. Exceptional six bedrooms, 5 baths with gracious rooms, high-end craftsmanship, and a seamless open floor plan. This stunning Nantucket style home is well above FEMA compliance and boasts a solid foundation of structural steel, hurricane-grade windows and two garages with room for five cars. A private dock can accommodate two seaworthy boats or, for the owner who has a fleet, a mooring can be dropped offshore. Enjoy abundant wildlife and an ever-changing scene at the water s edge with the constant rhythm of the tide own your private waterfront sanctuary. This property can be combined with 21 Tokeneke Trail to create a 4.6 acres compound with a guest house with over 1,100 of waterfront. Use the quaint cottage for guests, go kayaking/boating or go fishing. Embrace the waterfront lifestyle and create memories for the generation to come."
$11,750,000
155 Long Neck Point Road, Darien CT 06820
8
BEDS
9
BATHS
7,562
SQFT
$1,554
$/SQFT
3.10
ACRES
1850
BUILT
"OYSTER COVE FARM - Lovingly renovated by the present owners for today's lifestyles. Enjoy sunrises overlooking Long Island Sound with sweeping views of Hay Island, the Fish Islands and Green's Ledge Lighthouse. Enter through the original front door to the foyer with soaring ceilings, fireplace & magnificent bifurcated staircase. Exquisite custom moldings throughout. Eight fireplaces. Formal living room and dining room, renovated kitchen, two story library with spiral staircase. Master bedroom en suite with fireplace and sleeping porch. Plus 5 bedrooms 4 baths. Two bedroom 1 bath apartment over 3 car heated garage. A guest cottage with 2 bedrooms and 2 baths. Dock with power and water. Once in a lifetime opportunity."
* LISTED OVER 120 DAYS 
$11,000,000
209 Long Neck Point Road, Darien CT 06820
5
BEDS
9
BATHS
8,248
SQFT
$1,334
$/SQFT
2.17
ACRES
1866
BUILT
"This stunning oasis is surrounded by breathtaking panoramic views of the Long Island Sound. Modern day splendor meets the warmth of an antique carriage house in the open layout of sun-drenched rooms. Set on 2 acres, this home features 200 feet of direct waterfront views from the spacious great room and renovated kitchen, full wet bar and corner office. Main floor also includes expansive living room and dining space and study with private patio. More sweeping water views await on the second floor, which features large great room 5 bedrooms and 8 full baths. Master bedroom suite includes his/her baths, wet bar, two large dressing rooms and waterfront deck. Enjoy the privacy of your own beach, an expansive waterside patio and pool. Only minutes from town, I-95 and Metro North station"
* PRICE LOWERED - $11,800,000 TO $11,000,000 
$10,950,000
20 Juniper Road, Darien CT 06820
5
BEDS
8
BATHS
8,332
SQFT
$1,314
$/SQFT
7.07
ACRES
2009
BUILT
"Come by Land or by Sea! Located directly on Long Island Sound, this 7.1 acre estate is one of the largest waterfront properties in Darien. The dock provides full access to the Sound and beyond and has additional storage for kayaks and paddleboards. The 8,300 sq. ft. home has a great room with 12' ceilings and 2 limestone fireplaces, gourmet kitchen w/ breakfast room, family room w/ stone fireplace. It has 10 sets of french doors to expansive flagstone terrace. 5 en-suite bedrooms w/ water views, 8 bathrooms, full w/o basement w/ billiard room, astroturf sports court, workshop. Gardens, pool and outdoor shower. Newly staged by award winning design firm LTW Design -- Hobi Award Winner 2018."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $12,950,000 TO $10,950,000 
$9,995,000
8 North Road, Darien CT 06820
5
BEDS
7
BATHS
8,733
SQFT
$1,145
$/SQFT
1.05
ACRES
2006
BUILT
"Nestled on Butler's Island, this private oasis offers discerning buyers a high-end home with amenities that will make every day feel like a vacation. The two story foyer is filled with light that spills down the curved staircase, while views of the water catch your eye immediately. The open living/dining room provides the perfect entertaining space, with fireplaces flanking both ends, which lead out to the terrace with picturesque coastal views as the backdrop. Gourmet kitchen with a large island and breakfast bar, high-end appliances, separate eat- in area and a cozy spot to nestle by the fireplace. Family room with soaring ceilings and two walls of windows offering a spectacular view of the Sound. Other first floor spaces include a study with lacquered walls and fireplace, office off the kitchen, as well as a butler s pantry and large mudroom with full bath and additional laundry. Upstairs, this well thought out home continues with en suite bedrooms and water views from every bedroom. Master suite boasts a gas fireplace, dressing room, marble bath with fireplace, his and her balconies and a cozy sitting area to watch the sunrise. Lower level entertainment room with family room, wine cellar, media room and gym, has French doors which open onto the stone terrace with pool and outdoor fireplace. Whether you want to read a book on the terrace, lounge by the pool or enjoy the beach and waterfront dock, everything is at your back door to enjoy at a moment s notice!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $11,995,000 TO $9,995,000 
$9,750,000
16 Shennamere Road, Darien CT 06820
4
BEDS
3
BATHS
3,930
SQFT
$2,481
$/SQFT
1.50
ACRES
1967
BUILT
"The Smith House. Richard Meier's architecturally significant design, Internationally acclaimed, and winner of the American Institute of Architects prestigious Twenty-Five Year Award, only given to a building that has stood the test of time for 25-35 years and continues to set standards of excellence for its architectural design and significance. Built on a rocky bluff and sited to incorporate the natural light and frame the views of sea and sky, land and water. This iconic residence features a private beach and sandy cove, and is located within the Tokeneke Association."
* LISTED OVER 120 DAYS 
$8,495,000
8 Butlers Island Road, Darien CT 06820
5
BEDS
6
BATHS
7,809
SQFT
$1,088
$/SQFT
1.25
ACRES
1902
BUILT
"This classic, waterfront Tokeneke Tudor has its own private beach & spectacular views of Long Island Sound and a Five Mile River estuary. The sweeping lawn adjoins the sandy beach, ideal for swimming, kayaking or access to a mooring. Meticulously maintained and updated, this home an has elegant LR and DR with custom paneling and 9' coffered ceilings. The spacious eat-in kitchen and adjacent Family Room have views of both Sound and River. The dramatic Family Room has a cathedral ceiling, balcony, fireplace and sound system. The cherry paneled library with river views is a perfect retreat or home office. The Master Suite has commanding views of the Sound, beach and property. Flowering azaleas, rhododendron and specimen plantings border the expansive terraces, This special offering is the home of a lifetime! Elevation Certificate states 17.5."
$8,250,000
1 Runkenhage Road, Darien CT 06820
6
BEDS
8
BATHS
11,192
SQFT
$737
$/SQFT
3.25
ACRES
1967
BUILT
"Come into the perfect painting called Cove Hill located in the fabulous sun, sea and sky of the Private Tokeneke Assoc. Drive up the private drive to a 11,000 sf gorgeous Georgian style brick mansion sitting on 3.25 sweeping acres of huge manicured lawns, pool, pool house and private cottage and put it all on 444 waterfront feet of lagoon and Long Island Sound Inlet. Enter into the 2 story grand foyer and still see the water. The left wing leads to the 32 X 24 foot, 12.5 feet high open and spectacular living room of the highest master craftsman workmanship, which is found through this one of a kind home. Pass by the wood paneled library to the first of the master bedrooms in its own wing with porches out to the water. There's a huge master bath, sitting room and closet the size of most bedrooms. To the left of this breathtaking home atrium is the 24 x21 foot dining room with butler s pantry, leading to the 2008 kitchen by Deane and comfy family room. Upstairs is another large master, and 4 other bedrooms. Entertain in the media room and playroom. The best is yet to come. A spectacular 60ft pool, pool house, fireplace, kitchenette and gathering room off the enormous terrace leading to the cultivated lawn the size of what might be a football field! All this leads to the quaint 1 bedroom cottage sitting on the waters edge. 3 car garage, dock and pier. Possible subdivision. This lifestyle, peace, and waterfront fun is truly the last of its kind. All 55 minutes from NYC."
$7,250,000
17 Brush Island Road, Darien CT 06820
5
BEDS
7
BATHS
7,900
SQFT
$918
$/SQFT
1.23
ACRES
2018
BUILT
"Sitting elevated on 1.23 acres with 430' of shoreline, with private dock & sandy beach, pool with automatic cover, green roof garden, extensive landscaping & terraces, this custom 7,900 sqft family home exudes warmth & country elegance with water views from nearly every room. Family room with dramatic two-story stone fireplace, adjoining multi-island gourmet kitchen, built-in bar, dining & living rooms all with walls of windows. Five large (optional 6th) en-suite bedrooms, a master suit with vaulted ceilings, 5' gas fireplace, dressing & sitting rooms with private balcony. The lower level, with 9' ceilings, bar, gym area, designated wine cellar, and two huge additional rooms for storage. The outside spaces all integrate seamlessly with unique natural surroundings. This intimate, luxurious home is filled with the finest materials and craftsmanship - a very special offering."
* LISTED OVER 120 DAYS 
$6,525,000
90 Long Neck Point Road, Darien CT 06820
4
BEDS
6
BATHS
6,812
SQFT
$958
$/SQFT
1.22
ACRES
2011
BUILT
"One of a kind New England Luxury. Modern Colonial home designed and constructed by renowned Darien builder Bo Malpass in 2011, this property is simply the best. Light pours into every room of this house as the sun rises and sets on Long Neck Point. Along with the 2-Bdrm guest house, this home and property is among the most coveted in Darien. It features French oak floors, New Hampshire granite, antique wood from Pennsylvania and vintage touches throughout. Main house has 4 en-suite bedrooms, 3 fireplaces, 2 laundry rooms, a natural light filled basement, gym, home office and wine room. A large stone patio leads to a sweeping lawn with a pool, spa, pergola covered terrace, professional gardens and a covered outdoor fireplace space. With seasonal water views, its simply the best!"
* NEW LISTING 
$6,495,000
16 East Trail, Darien CT 06820
7
BEDS
9
BATHS
8,034
SQFT
$808
$/SQFT
2.89
ACRES
1908
BUILT
"Considered to be designed by renowned McKim, Mead & White, this renovated 1908 Greek revival estate has been carefully restored & modernized to maintain its true authenticity. This stunning retreat set in the Tokeneke Association clearly demonstrates the merging of old world charm with sophisticated modern living. The restoration by Hobbs in collaboration with the world-class team of Katie Ridder, Peter Pennoyer & Janice Parker created a simply one of a kind home. Interior highlights difficult to replicate include original 16 moldings, 5 unique fireplaces, a spectacular entry with a 2-story wall of windows along the gracious staircase & 10-ft ceilings. Flanking the entry foyer is a formal LR with coffered ceilings, a DR with fireplace & French doors, library & FR with stone Fireplace. The fully outfitted chef s kitchen with 2 sub zeros, 2 ovens, custom hood & lg island is adjacent to the sunny breakfast nook flowing to the huge stone terrace. The breathtaking conservatory & wet bar opens to a south facing terrace. The grand staircase accentuates a gallery & leads upstairs to the master suite w sitting room, fireplace, lovely bath & walk in closet. 6 addl bedrooms, mostly en-suite complete 2nd & 3rd floor. Walk out basement offers play room, gym & wine cellar. The luxurious pool/spa area & outdoor kitchen overlooks rolling lawns & provides fantastic outdoor entertaining & fun. Carriage house w LR, kit, 2 BRs/Bath for guests/staff. Tokeneke Association Security."
* LISTED OVER 120 DAYS 
$6,300,000
21 Tokeneke Trail, Darien CT 06820
4
BEDS
3
BATHS
1,529
SQFT
$4,120
$/SQFT
2.84
ACRES
1963
BUILT
"Own a piece of history at Charles Lindbergh's favorite waterfront spot on Long Island Sound with an option to build your own dream home in the private Tokeneke Association. Spectacular 2.844 private acres fronting on approx. 495 ft. of gorgeous Scotts Cove shoreline, houses Charles & wife/author Anne Morrow Lindbergh's cottage Tellina. The home is 1529 sq. ft. w/ 4 bed/3 bath with beautiful views from every window and modernized in 2004. The surrounding property was landscaped by the famous landscape architect Oehme van Sweden of Washington, D.C. The 2.84 acres of land offers multiple places to build a home with views looking south - south/east over Scotts Cove and to Long Island Sound. Use the charming historic cottage designed by well-known architect William & Geoffrey Platt of Park Ave. for guests, go kayaking or boating and enjoy living on the water. Your own private waterfront compound. An extraordinary opportunity for generations to come."
$5,800,000
6 Contentment Island Road, Darien CT 06820
3
BEDS
6
BATHS
5,900
SQFT
$983
$/SQFT
0.81
ACRES
1960
BUILT
"Hamptons Design Meets Tokeneke Waterfront in Darien: The Complete Package Above FEMA flood requirements on Scott s Cove is a stunning Hamptons style, eco-friendly home in an unbelievable westward setting. Geothermal HVAC, solar panels, and rainwater collection system for eco-conscious irrigation reduce the operational energy costs to only $3,000 a year. This 5,900 SF, fully renovated (2012) shingle colonial has state of the art, marble kitchen w/ connecting family room opening onto deck overlooking 12 x20 dock and heated pool w/ spa. Flexible open floor plan w/ options for future main floor master. Master and deck have connecting sitting room. 2 large en-suite bedrooms, playroom w/ bath, movie theater, wine cellar, 2 offices, Nest and Sonos systems, w/ generator. 55 minutes from NYC."
$5,800,000
227 Old Kings Highway, Darien CT 06820
5
BEDS
6
BATHS
9,529
SQFT
$609
$/SQFT
5.00
ACRES
1936
BUILT
"European elegance and old World craftsmanship created one of Darien's most sophisticated and treasured estates. This stunning Mediterranean Villa, built by composer Frank LaForge in 1936, complete with the original pipe organ to set the tone for the surprises that await. Set on a secluded 5 acre hillside on the shore of Gorham s Pond, this storybook dream is brought to life by magnificent gardens and sweeping lawns overlooking the tranquility of the swans swimming across the water. Masterfully renovated to perfection over the years, seamlessly blending original details with modern elements for today s lifestyle. The recent kitchen wing addition contains the most modern appliances, a cozy fireplace, and vaulted ceiling with reclaimed beams, yet features an extraordinary AGA stove as its centerpiece. The covered veranda, with automated screens and vaulted ceiling is open on three sides with water and garden views. The custom-built Iron rotisserie grill makes this a favorite spot to entertain in any season. 5 bedrooms, 5 bathrooms, wrought iron balconies, stone terraces, 11 fireplaces and a glass enclosed central courtyard atrium make this majestic home truly captivating. We are playing your song; so don t refrain from calling for your private tour of this architectural gem just 1 hour from New York City."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $6,800,000 TO $5,800,000 
$5,795,000
112 Five Mile River Road, Darien CT 06820
6
BEDS
5
BATHS
6,040
SQFT
$959
$/SQFT
0.60
ACRES
2000
BUILT
"Perfectly perched on the coveted Five Mile River Road in Darien, this completely renovated picturesque colonial offers an updated floor plan with views of the river throughout the home and a dock to enjoy the water at a moments notice! Formal living and dining rooms flank the center hall which opens into a bright, light-filled kitchen/family room with a fireplace and spectacular open water views. Upstairs, the master bedroom suite is thoughtfully laid out with a covered balcony overlooking the water, fireplace, walk-in closet and marble bathroom with separate tub & shower. The additional five bedrooms, bonus room/playroom and laundry room complete the upstairs. Outside, the lush gardens provide continuous interest throughout the seasons. A rare opportunity!"
$5,650,000
9 Tokeneke 9B Trail, Darien CT 06820
5
BEDS
9
BATHS
9,699
SQFT
$583
$/SQFT
1.27
ACRES
2014
BUILT
"This very special shingle and stone colonial was custom built in 2014 and is situated on 1.2 private acres in the sought after Tokeneke Association. It features high ceilings, exquisite millwork, gourmet eat-in kitchen, and adjacent spacious family room offering excellent flow for entertaining. The dramatic foyer affords views through lovely arched French doors to a splendid terrace, pool and gardens. A luxurious first floor Master Bedroom suite with his and her baths and dressing rooms, also opens out to the terrace. The lower level has a home theater, exercise room and full walk out office. This beautiful home has style and elegance, all in a spectacular setting. Optional 2nd floor master bedroom."
* NEW LISTING 
$5,275,000
15 Edgehill Drive, Darien CT 06820
5
BEDS
5
BATHS
5,435
SQFT
$971
$/SQFT
1.26
ACRES
1906
BUILT
"Classic Tokeneke home perched elegantly on a hill with sweeping views of the water from every room. Enjoy a 1,200 square foot wrap around porch overlooking the Long Island Sound, Five Mile River, other waterways, a free form pool and beautifully landscaped gardens . Spectacular master suite and four generous additional bedrooms, all with water views. 7 fireplaces. Gorgeous kitchen, large great room and spacious rec/playroom."
$5,250,000
676 Hollow Tree Ridge Road, Darien CT 06820
6
BEDS
8
BATHS
8,017
SQFT
$655
$/SQFT
2.10
ACRES
2016
BUILT
"Classic. Chic. Understated. Simple and sophisticated. Warm and inviting. Materials and design, thoughtfully selected and created. Every inch, exceptional and unique. Salt water pool and year-round spa. Call it the sunroom or the cocktail lounge - look under your feet through glass from Barcelona into a 1,500 bottle wine cellar with American black walnut cabinets, hand forged iron door and polished concrete floor. Custom climbing wall and inside basement playground. Full gym. Full of light. Private two acres. Mid-Darien and minutes to everything. 676 Hollow Tree Ridge Road. Tasteful and timeless. Lived in luxury. A home for generations."
* PRICE LOWERED - $5,450,000 TO $5,250,000 
$4,995,000
20 Driftway Lane, Darien CT 06820
5
BEDS
7
BATHS
8,725
SQFT
$572
$/SQFT
4.01
ACRES
1955
BUILT
"A truly spectacular home situated in a park-like setting. This custom colonial, renovated in 2010, is as unique as the property that surrounds it. Custom millwork, gourmet chef's kitchen, and walk-in glass wine cellar are just a few of the fabulous features this five bedroom home includes. A formal living room leads to the billiard room with bar and formal dining room making it an ideal home for entertaining. A spectacular family room, two offices, media room, rec room, gym, and two car garage complete the main house. The terrace and deck that run along the entire back of the house overlooks the two-acre aerated pond. A separate building can house two more cars and has a hockey practice facility. Hard to believe all this privacy and serenity are just minutes from downtown Darien."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $5,250,000 TO $4,995,000 
$4,995,000
19 Horseshoe Road, Darien CT 06820
6
BEDS
10
BATHS
9,486
SQFT
$527
$/SQFT
3.08
ACRES
1931
BUILT
"Located in coveted Allwood Association, a private residential enclave, and approached by a circular driveway, this 6 bedroom, 8.2 bath, 8,886 sq. ft. Colonial, nestled on 3.08 private acres is incomparable. The stunning & level park-like grounds are a Field of Dreams sport center featuring an Ice-Skating Rink with Professional Phase III Chiller, Tennis Court, In-Ground Heated Gunite Pool & Spa plus a Half Court Basketball. There s a custom built freestanding, heated glass-enclosed Pavilion overlooking all outdoor sporting events in the privacy of your own backyard. Masterfully renovated to perfection in 2004 and again in 2008 by renowned architects Pagliaro, Bartels & Sajda, the interior features 5 fireplaces, a classical interior colonnade linking rooms across the rear of the home, sun-filled walls of glass doors and transoms bringing enormous sunlight and nature indoors. Located just minutes to town & commuting routes, this treasured family residence is the perfect year-round vacation home."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $5,995,000 TO $4,995,000 
$4,900,000
130 Goodwives River Road, Darien CT 06820
6
BEDS
7
BATHS
6,800
SQFT
$721
$/SQFT
0.97
ACRES
2003
BUILT
"DRAMATIC comes to mind when viewing this property yet it offers a serene and tranquil lifestyle. From the spectacular sunsets to the indiginous wildlife the outside setting marries perfectly with the high design of the interior creating an extremely unique experience. Located on Gorhams Pond near Pear Tree Point Beach. DESIGNED and built by Bo Malpass."
* NEW LISTING 
$4,799,000
1 Althea Lane, Darien CT 06820
5
BEDS
8
BATHS
7,504
SQFT
$640
$/SQFT
1.57
ACRES
2019
BUILT
"With a traditional design and contemporary floor plan this custom home offers high-end finishes, a detached barn & 1.6 acres of privacy all within close proximity to town. Formal living & dining rooms flank the center hall which opens to a large family room & kitchen. Well appointed gourmet kitchen with high-end appliances, large island & separate eating area. Other first floor spaces include a butlers pantry, library, home office, sports closet, and mudroom. Add'l full bath & changing area are perfectly situated to accommodate a future pool. Upstairs, the master suite has a fireplace, separate his & her closets & marble bath as well as five additional en suite bedrooms and bonus room with bathroom. Three car attached garage. Outdoor fireplace & flat backyard complete this a private oasis."
$4,450,000
42 Old Farm Road, Darien CT 06820
5
BEDS
4
BATHS
4,026
SQFT
$1,105
$/SQFT
3.38
ACRES
1931
BUILT
"Incredible value proposition rarely found in the luxury segment! This property offers a classic stone colonial sited on over 3 acres in Tokeneke, and benefits from low taxes compared to other offerings in this range. With a 1-acre lot that can be subdivided for future returns, it is an opportunity that commands the attention of the astute buyer. Perched on a hilltop to take advantage of its southern exposure & summer breezes, Four Winds is the epitome of elegance and grace. This one-of-a-kind estate with sweeping lawns, terraces, outdoor fireplace & grill, and secluded pool simply cannot be replicated. Don t miss out on a rare chance to own a piece of history in the most beautiful spot in Darien, private yet close to town center & train."
 
View:  
  Page 1 of 13  
 

Explore Darien Communities

Choose a community below to view homes, condos and Real Estate for sale.




One Moment Please..

Sign Up For A Free Account
We'll email you when we find properties that match your needs!
Receive notifications of New Listings & Price Changes.




Example: 801-111-2222
Search Smarter
  • New Listing Email Alerts
  • Price Change Alerts
  • All Detailed MLS Info
  • Photos, Tours & Videos
  • Save your Favorite Homes
  • Save Searches
  • Find Your Home Value
  • Agents Online to Answer Questions
  • Maps & Property Street View

Already Registered? Sign In.
By registering on our site you agree to our terms & privacy policy.