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Homes for sale in Darien Connecticut

$175,000,000 62.47 acres 10 Beds | 10 Baths | 13107 sqft
Great Island Road, Darien, CT 06820 - Fairfield County

62.47 acres Darien, CT

Extraordinary 63 acre waterfront island estate with seemingly endless east, south, and west views of Long Island Sound to the Long Island shore adjoining 14 acres of conservation property with a wide landbridge to the gated mainland driveway leading to Long Neck Point in Darien only minutes from Greenwich. Incredible beauty and solitude; views of lighthouse as well as secluded anchorage in hidden cove. Romantic Italian stone manor house, plus substantial stable and equestrian facilities including a polo field and an indoor ring plus additional dwellings; beach house, and boathouse.
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$24,000,000 6.06 acres 8 Beds | 10 Baths | 13047 sqft
163 Pear Tree Point Road, Darien, CT 06820 - Fairfield County

6.06 acres Darien, CT

Spectacular 6 acre waterfront estate with panoramic views across Long Island Sound, Noroton Harbor and NY skyline sparkling at night. Wonderful large room scale with views from every room. MBR suite with amazing dressing room, 2 baths with private balconies; 3 Bedroom/1 bath and upstairs study has secondary entrance and can be used as a private wing; impeccable condition & quality; many window seats; superb new country kitchen with panoramic views; superb newly added additions in character have a created a unique and special estate; new pool with electric cover; sweeping open lawns with great privacy and magnificent trees.
$14,395,000 2.86 acres 4 Beds | 6 Baths | 5238 sqft
214 LONG NECK POINT Road, Darien, CT 06820 - Fairfield County

2.86 acres Darien, CT

THIS PROPERTY HAS BEEN APPROVED FOR SUB DIVISION!!! Sited on 248' of direct Long Island Sound frontage, this is one of Darien's finest waterfront spots due to way the property jets out offering spectacular panoramic views of the Sound and the skyline. Each property has approx. 124' of direct waterfront including a joint easement for the dock that is centered between the two parcels. Come enjoy the sea breezes, spectacular sunsets and New York's cityscape lit up every night. DON'T MISS THIS RARE OPPORTUNITY!
$14,395,000 2.81 acres 4 Beds | 6 Baths | 5238 sqft
214 Long Neck Point Road, Darien, CT 06820 - Fairfield County

2.81 acres Darien, CT

Sited on 248 of direct Long Island Sound frontage, one of Dariens finest waterfront properties is on the market for the first time in 45 years. This beloved estate, known as Journeys End, offers spectacular panoramic views of the Sound and all the way to the Manhattan skyline. The 2.86 acres of lovely gardens and lush lawns leading to the waters edge include a 5,238 square foot main house designed to capture the elegance of its surroundings, a guest cottage, dock, tennis court, paddle tennis court, waterside in-ground pool with cabanas, and a putting green. The gated entry opens to a world of pure grace and beauty, sea breezes, spectacular sunsets and New Yorks cityscape lit up every night.
$8,995,000 1.51 acres
214 Long Neck Point Road, Darien, CT 06820 - Fairfield County

1.51 acres Darien, CT

APPROVED SUBDIVISION!Don't miss this opportunity that only comes once around in a lifetime.Two shovel-ready parcels of land, each having 124 ft of DIRECT WATERFRONT and a DOCK centrally positioned for co-ownership.Take in the glorious sunsets and Western views of Long Island Sound, the Noroton Yacht Club and Pear Tree Point harbors and the ever-beautiful NYC skyline.**Architectural footprint/floor plan in full color survey is based on an 8-9,000 sq.ft. house.
$8,750,000 2.84 acres 4 Beds | 3 Baths | 1529 sqft
21 Tokeneke Trail, Darien, CT 06820 - Fairfield County

2.84 acres Darien, CT

Own a piece of history. Nearly three acres on Scotts Cove with high views of the Long Island Sound. You can live where Anne Morrow Lindbergh wrote and where American aviation hero, Charles Lindbergh, docked his sea plane. This four bedroom cottage, renovated in 2004, sits at the water's edge. A magnificent building site 30 feet above the cove awaits your extraordinary new home with views to the east, south and west. Breathtaking sunrises and sunsets plus abundant wildlife including thousands of birds and an ever changing scene with the constant rhythm of the tide. Your own private waterfront compound. An extraordinary opportunity for generations to come.
$6,995,000 1.33 acres
218 Long Neck Point Road, Darien, CT 06820 - Fairfield County

1.33 acres Darien, CT

APPROVED SUBDIVISION!Don't miss this opportunity that only comes around once in a lifetime.Two shovel-ready parcels of land, each having 124 ft of DIRECT WATERFRONT and a DOCK centrally positioned for co-ownership.Take in the glorious sunsets and Western views of Long Island Sound, the Noroton Yacht Club and Pear Tree Point harbors and the ever-beautiful NYC skyline.**Architectural footprint/floor plan in full color survey is based on an 8-9,000 sq.ft. house.
$5,499,000 2.43 acres 5 Beds | 7 Baths | 7500 sqft
65 Saint Nicholas Road, Darien, CT 06820 - Fairfield County

2.43 acres Darien, CT

Located on one of Darien's highest points, this mid-century Philip Johnson inspired five bedroom, IDA Architecture winner, sustainable green home is positioned to take advantage of views of Long Island Sound as well as the sun's path across the site. Custom. One-of-kind.A statement.Mahogany-wrapped geometric boxes with bluestone that cantilever from the spine of the home.Solar array.Radiant heat throughout.Bio-fuel burning high-efficiency boilers. Rainwater recycled through an underground cistern system.Terraces and floor-to-ceiling glass bring the outdoors in.Abundant natural light and beautiful landscape. Livable.Casual.Fun. Entertaining spaces for quiet dinners or large crowds. Unique two plus acre retreat minutes from downtown.
$5,499,000 2.4 acres 5 Beds | 7 Baths | 7500 sqft
65 St Nicholas Road, Darien, CT 06820 - Fairfield County

2.4 acres Darien, CT

Located on one of Darien's highest points, this mid-century Philip Johnson inspired five bedroom, IDA Architecture winner, sustainable green home is positioned to take advantage of views of Long Island Sound as well as the sun's path across the site. Custom.One-of-kind.A statement.Mahogany-wrapped geometric boxes with bluestone that cantilever from the spine of the home.Solar array.Radiant heat throughout.Bio-fuel burning high-efficiency boilers. Rainwater recycled through an underground cistern system.Terraces and floor-to-ceiling glass bring the outdoors in. Abundant natural light and beautiful landscape. Livable.Casual.Fun. Entertaining spaces for quiet dinners or large crowds. Unique two plus acre retreat minutes from downtown.
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$5,495,000 3 acres 5 Beds | 7 Baths | 6641 sqft
22 Old Farm ROAD, Darien, CT 06820 - Fairfield County

3 acres Darien, CT

Stunning three acre property in the heart of the exclusive association of Tokeneke. The 1930's details and have been preserved and combined with the modern amenities homeowners today expect. The kitchen and butler's pantry have every modern appliance and the accordion glass door opens an entire wall of the out to the slate patio. This home has everything you could want, from a cherry paneled library, a double living room, and a large vaulted great room, to a family room hidden by a door of bookcases. Five large bedrooms upstairs all have new en suite, white marble baths. The sophisticated elegance of the master bedroom provides a cozy haven for the homeowner. Rarely does a property of this magnitude in Tokeneke come on the market.
$4,750,000 2.2 acres 6 Beds | 6 Baths | 6285 sqft
29 SUNSWYCK Road, Darien, CT 06820 - Fairfield County

2.2 acres Darien, CT

One of Darien's finest homes in the Delafield Island Association, this 1930's brick French country colonial has been extensively renovated w/meticulous attention to detail. The gracious living room w/limestone fireplaces & walnut parquet floors & the dining room w/mirror paneling are the epitome of understated elegance. The superbly designed kitchen, sun-filled family room, & fabulous mudroom are a perfect combination of sophistication & contemporary style. Featuring 5 bedrooms upstairs, including a stunning master suite, & a 1st floor guest suite that looks out on gardens w/a charming stone garden house. Finely appointed, this house was designed for entertaining & the inviting comforts of home. Beautiful stone terraces overlooking a backya
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$4,495,000 4.74 acres 5 Beds | 6 Baths | 6040 sqft
5 SEARLES Road, Darien, CT 06820 - Fairfield County

4.74 acres Darien, CT

Rare opportunity to own 4.7 acres in desirable Tokeneke. Elegantly sited on hill overlooking mature grounds and gardens. This stone and slate roofed colonial welcomes back gracious living of another era. Large rooms, magnificent floors, his and her master suite with fireplace plus four additional bedrooms a guest suite and staff quarters. Tennis court and five car garage.
$4,495,000 2 acres 6 Beds | 8 Baths | 8065 sqft
40 Peach Hill Road, Darien, CT 06820 - Fairfield County

2 acres Darien, CT

Location, Privacy and Amenities.Set on two acres this well-appointed estate offers a premier location in a private setting.Wide open hallways and light-filled rooms create a feeling of warmth throughout the house. Formal living room & dining room flank the sitting room which leads to the library with plenty of room for work and relaxation. The open concept kitchen/family room is a cook's dream with vaulted ceilings, professional appliances and a large island for entertaining and everyday life. Outdoors includes a pool, pool house, entertaining area and the private, level backyard. Upstairs, the master suite has a white marble bathroom, walk in closet, & balcony. There are four additional bedrooms, with a fifth bedroom perfect for an au pair
$4,495,000 2 acres 6 Beds | 8 Baths | 8065 sqft
40 Peach Hill Road, Darien, CT 06820 - Fairfield County

2 acres Darien, CT

Location, Privacy & Amenities. Set on 2 acres this well-appointed estate offers a premier location & private setting. Wide open hallways & light-filled rooms create a feeling of warmth throughout the house. Formal living room & dining room flank the sitting room,leading to library with plenty of room for work and relaxation. The open concept kitchen/family room is a cook's dream with vaulted ceilings, professional appliances & large island for entertaining and everyday life. Outdoors includes a pool, pool house, entertaining area and a private, level backyard. Upstairs, the master suite has a white marble bathroom, walk in closet, & balcony. There are 4 additional bedrooms, with a 5th bedroom perfect for an au pair/in law suite or playroom!
$4,095,000 2.11 acres 6 Beds | 8 Baths | 6000 sqft
256 BROOKSIDE Road, Darien, CT 06820 - Fairfield County

2.11 acres Darien, CT

Originally designed by Ed Wallace, this remarkable Connecticut colonial has been tastefully renovated and expanded, boasting every amenity and 2.1 acres of meticulously landscaped grounds in a desirable, private location. The main house includes six bedrooms plus four full and two half baths. A gourmet eat-in kitchen opens onto a light-filled family room with wood burning fireplace and views of the private backyard. Nestled among the lovely land and gardens are a guest house and stunning pool with pool house offering a spacious living area with a half bath and outdoor shower. The separate guest house includes a generous entertaining space, potting room, separate bedroom, and full bath. This is an opportunity to own a very special property.
$4,095,000 2.1 acres 6 Beds | 6 Baths | 6000 sqft
256 Brookside Road, Darien, CT 06820 - Fairfield County

2.1 acres Darien, CT

Originally designed by Ed Wallace, this remarkable Connecticut colonial has been tastefully renovated and expanded, boasting every amenity and 2.1 acres of meticulously landscaped grounds in a desirable, private location. The main house includes six bedrooms plus four full and two half baths. A gourmet eat-in kitchen opens onto a light-filled family room with wood burning fireplace and views of the private backyard. Nestled among the lovely land and gardens are a guest house and stunning pool with pool house offering a spacious living area with a half bath and outdoor shower. The separate guest house includes a generous entertaining space, potting room, separate bedroom, and full bath. This is an opportunity to own a very special property.
$3,985,000 2.41 acres 5 Beds | 7 Baths | 7532 sqft
5 Peach Hill Road, Darien, CT 06820 - Fairfield County

2.41 acres Darien, CT

Classic colonial on 2+ acres in the heart of Darien. Beautifully maintained with gracious formal rooms and lots of casual spaces to relax in. Commanding views of property from almost every room. Enter to a gracious hall with double staircase that invites you into the generous dining room and large living room. The floor plan offers great flow for both entertaining and daily living, featuring a cozy paneled library, expansive family room and wonderful kitchen with access to terrace for seasonal enjoyment. The master suite has extra-large closets, a balcony and fireplace for quiet reflection. Four other en suite bedrooms and a media room complete the second floor. Don't miss the finished game room, 3 car garage and skating pond. A peaceful s
$3,985,000 2.41 acres 5 Beds | 7 Baths | 7532 sqft
5 Peach Hill Road, Darien, CT 06820 - Fairfield County

2.41 acres Darien, CT

Classic colonial on 2+ acres in the heart of Darien. Beautifully maintained with gracious formal rooms and casual spaces to relax in. Commanding views of property from almost every room. A gracious entry hall with double staircase invites you into a generous dining room and large living room. Floor plan offers great flow for entertaining and daily life, featuring cozy paneled library, expansive family room & kitchen with access to terrace for seasonal enjoyment. The master suite has extra-large closets plus balcony & fireplace for quiet reflection. Four other en suite bedrooms and a media room complete the second floor. Dont miss the finished game room, 3 car garage and skating pond. A peaceful setting, 3 minutes to town, school & train.
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$3,900,000 4.74 acres
8,10,12,14 LOCUST HILL Road, Darien, CT 06820 - Fairfield County

4.74 acres Darien, CT

LARGE PARCEL CLOSE TO TOWN, IDEAL FOR FOUR HOUSE SUBDIVISION OR CANDIDATE FOR OVERLAY ZONE POTENTIAL FOR NINE HOUSES. CALL LB FOR DETAILS.
$3,450,000 2.92 acres 5 Beds | 7 Baths | 5492 sqft
459 Middlesex Road, Darien, CT 06820 - Fairfield County

2.92 acres Darien, CT

Classic Wee Burn Golf Course location, unfettered views of sunsets, ponds and rolling fairways yet three minutes to school and five minutes to the train and town. Tastefully maintained and perfectly presented on nearly three acres, this five bedroom home with all en suite baths boasts 5,500 square feet. Gracious formal rooms, cozy study, four fireplaces and updates throughout. Fantastic flow for entertaining, plus large terrace overlooking the private professionally landscaped grounds. Large unfinished lower level room for gym ,wine cellar play room. Your home for a generation at an incredible value.
$3,450,000 2.92 acres 5 Beds | 7 Baths | 5492 sqft
459 Middlesex Road, Darien, CT 06820 - Fairfield County

2.92 acres Darien, CT

Classic Wee Burn Golf Course location, unfettered views of sunsets, ponds and rolling fairways yet three minutes to school and five minutes to the train and town. Tastefully maintained and perfectly presented on nearly three acres, this five bedroom home with all en suite baths boasts 5,500 square feet. Gracious formal rooms, cozy study, four fireplaces and updates throughout. Fantastic flow for entertaining, plus large terrace overlooking the private professionally landscaped grounds. Your home for a generation at an incredible value.
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$3,395,000 2.09 acres 4 Beds | 6 Baths | 5782 sqft
22 DRIFTWAY Lane, Darien, CT 06820 - Fairfield County

2.09 acres Darien, CT

Beautiful shingle style colonial built in 2007 on a private two acres in Tokeneke School District. Waterfront setting on a pond with stunning pool and spa. Master suite on first floor with additional three bedrooms on the second floor.
$2,750,000 2.25 acres 6 Beds | 6 Baths | 6855 sqft
107 Camp Avenue, Darien, CT 06820 - Fairfield County

2.25 acres Darien, CT

This beautiful six bedroom, Nantucket style colonial, situated on 2.25 level, private acres, has it all, and then some! Enjoy the casual sophistication of this exceptionally designed home, with bright open rooms that flow together for seamless entertaining and every day living. This stunning home boasts a newly renovated, professional kitchen and butler's pantry, a large office with wet bar, first floor guest suite, five en suite bedrooms, and one of three fireplaces in the master suite. Also not-to-be-missed is the large second floor playroom, and a full, partially finished basement with a workout room and a 1,900 bottle, climate controlled wine cellar.
$2,750,000 2.25 acres 6 Beds | 6 Baths | 6855 sqft
107 Camp Avenue, Darien, CT 06820 - Fairfield County

2.25 acres Darien, CT

This beautiful six bedroom, Nantucket style colonial, situated on 2.25 level, private acres, has it all, and then some! Enjoy the casual sophistication of this exceptionally designed home, with bright open rooms that flow together for seamless entertaining and every day living.This stunning home boasts a newly renovated, professional kitchen and butler's pantry, a large office with wet bar, first floor guest suite, five en suite bedrooms, and one of three fireplaces in the master suite. Also not-to-be-missed is the large second floor playroom, and a full, partially finished basement with a workout room and a 1,900 bottle, climate controlled wine cellar.
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$2,575,000 2.28 acres 7 Beds | 8 Baths | 7972 sqft
515 Middlesex Road, Darien, CT 06820 - Fairfield County

2.28 acres Darien, CT

Welcome to this 2005 renovated stately colonial thoughtfully designed for today's lifestyle. Generously-sized living spaces include family room with built-ins, dramatic great room with cupola, playroom, large stone patio with outdoor fireplace and sitting wall, and much more. Gourmet kitchen with Wolf range, double wall ovens, Sub-Zero, large island, walk-in pantry and separate breakfast area with service bar. Mahogany butler's pantry off formal dining room. Master bedroom plus five additional bedrooms on second floor. First floor bedroom suite ideal for au pair or guests. Walk-up attic and full unfinished basement offer great storage.
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$1,999,999 2.05 acres 5 Beds | 6 Baths | 5386 sqft
16 STONEWALL Lane, Darien, CT 06820 - Fairfield County

2.05 acres Darien, CT

Located at the end of one of Darien's most coveted cul-de-sacs, this spacious five bedroom home has what every buyer is looking for. With hardwood floors throughout, the living room has a fireplace and the den has built-ins and French doors leading to a gracious patio with stone sitting walls. A large dining room and a separate breakfast room provide both formal and informal dining spaces. The updated kitchen overlooks a large family room complete with a fireplace, wet bar and built-ins. For your au pair or guests there is a separate suite and playroom over the garage. A large flat yard and distant views of the golf course make this the perfect home for you.
$1,995,000 2.06 acres 5 Beds | 5 Baths | 4239 sqft
231 Old Kings Highway South, Darien, CT 06820 - Fairfield County

2.06 acres Darien, CT

This inviting stone and stucco Cotswold Manor home is exquisitely set on the landscaped hillside of a 2.06 acre property. Featuring a classic clay roof, a 2 story post and beam living room, stone hearth fireplaces, leaded windows and unique features that will delight viewers. The kitchen, utility area and master suite have been updated, making the old and new blend perfectly. 4 definite bedrooms, a 5th potential suite and a room above the 3 car garage make this house flexible, desirable and beautiful.
$1,900,000 2.99 acres
26 Peach Hill Rd., Darien, CT 06820 - Fairfield County

2.99 acres Darien, CT

This is an extraordinary opportunity to build your dream home in the heart of Darien. This property is situated at the end of a long driveway on one of the most prestigious cul-de-sacs. The size of the lot was increased in 2015 from 2.66 to 2.99 acres and is located at one of the highest elevations in Darien with southern exposure. Now as one of the largest parcels in Darien, the property boasts 2 wells and affords the option of building a new custom home or expanding the existing house. Construction drawings are available. This house also has a proven rental track record. Easy access to trains, schools, beaches, parks, country clubs and hunt club.Seller financing possible.
$1,295,000 2.68 acres
0 Scofield Farms Road, Darien, CT 06820 - Fairfield County

2.68 acres Darien, CT

DESIGN A CUSTOM HOMEON2.68 ACRE PARCELJUST MINUTES FROM DARIEN SCHOOLS, BEACHES, AND RESTAURANTS. OWNER/ARCHITECT OPEN TO SHARING HIS VISION FOR THIS PROPERTY. PROXIMITY, PRIVACY, AND FRIENDSHIPS ARE WHY NEIGHBORS HAVE CALLED THE ALLWOOD & SCOFIELD FARM ASSOCIATIONS HOME FOR YEARS.
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$1,025,000 0.83 acres
51 LOCUST HILL Road, Darien, CT 06820 - Fairfield County

0.83 acres Darien, CT

GREAT LOCATION NEAR TOWN IN TOKENEKE SCHOOL DISTRICT. CITY WATER AND SEWER AVAILABLE. BARN INCLUDED AND SOLD ''AS IS''