55 Connecticut Properties

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865 Hollow Tree Ridge Road
$19,000,000

Darien, CT
House
Rooms: 24
Bedrooms: 6
Bathrooms: 8
Web ID: 24043900

Combining refined elegance with complete privacy, this 9.5-acre estate is the quintessential sanctuary for those seeking an elevated, sophisticated lifestyle in a tranquil and secluded setting. Situated at the end of a gravel drive lined with Bradford Pear trees, the compound features a 10,000-square-foot main house, a luxurious pool and pool house, a charming two-bedroom guest cottage, and an exceptional field house that truly takes your breath away. Renowned architect Louise Brooks has seamlessly blended the main home's historic charm with sleek, contemporary living spaces designed for modern needs. Positioned below the main house, the Brooks-designed field house offers a versatile space for casual recreation and entertainment. Highlights include an indoor batting cage with retractable steel windows, a two-lane bowling alley, and a resistance pool, all complemented by stylish social areas crafted for relaxation and enjoyment. Merging classic American style with cutting-edge design, 856 Hollow Tree Ridge Road...

(203) 253-1800

3 Pratt Island
$7,900,000

Darien, CT
House
Rooms: 11
Bedrooms: 6
Bathrooms: 5
Web ID: 24057052

Exceptional opportunity to own one the finest waterfront properties in Fairfield County! Welcome to 3 Pratt Island, a 1.4 acre lot with a 200' south-facing private beach. The location comes with an oversized, protected deep water dock with multiple slips. Stunning water views are yours from all angles. Enjoy being lulled to sleep with the sound of lapping waves. The property is nestled in a gorgeous cove which allows you to observe the abundance of wildlife up close. If you would like more room to build your dream compound, there is an adjacent 1 acre lot available as well! Taxes will be calculated once property has been subdivided.

(203) 253-1800
Contract Signed
Property for Sale at 131 Long Neck Point Road, Darien, Connecticut - Bedrooms: 4 
Bathrooms: 5 
Rooms: 8  - $7,400,000 Previous PhotoNext Photo

131 Long Neck Point Road
$7,400,000

Darien, CT
House
Rooms: 8
Bedrooms: 4
Bathrooms: 5
Web ID: 24060187

Waterfront Living at its best on beautiful Long Neck Point. Panoramic open water views of Greens Ledge Lighthouse and Long Island. Five minute walk to both Pear Tree Point Beach and Great Island, Darien's new 60 acre coastal preserve. This is your vacation home and your primary residence! Totally renovated in 2010 by Fox Hill Builders this house is elegantly redone and ready for someone who wants to enjoy Coastal Living. Windows and doors are hurricane proof and the house sits high above mean high water. Rare opportunity to buy on the water, with a dock, open water views and no flood risk!

(203) 253-1800

31 Contentment Island Road
$6,995,000

Darien, CT
House
Rooms: 18
Bedrooms: 5
Bathrooms: 6
Web ID: 24042518

Premier Darien Waterfront Residence on Contentment Island Road, in the Private Tokeneke Association! Nestled on 2 beautiful Acres, this 5 Bedroom home (with additional large 1 Bedroom/1 Bath Cottage), offers panoramic water views, private dock, two deeded moorings, and 700' of direct water frontage and access to Long Island Sound. Renovated by Hiland Hall Turner Architects and designed by Louise Brooks & Falotico Associates, this home retains it's historic charm with wonderful modern amenities. Features include; 7 fireplaces, heart of antique pine flooring and 9+ ceilings throughout. 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 stunning Sunroom with panoramic water views. Second floor offers; 4 Large Bedrooms and three full Baths with direct water views, including Primary suite with lovely Sitting Room/Office/Nursery. Third floor includes; large Media...

(203) 253-1800
Contract Signed
Property for Sale at 28 Old Farm Road, Darien, Connecticut - Bedrooms: 6 
Bathrooms: 8 
Rooms: 15  - $6,900,000 Previous PhotoNext Photo

28 Old Farm Road
$6,900,000

Darien, CT
House
Rooms: 15
Bedrooms: 6
Bathrooms: 8
Web ID: 24024223

Nestled within the prestigious Tokeneke Association, this exceptional modern farmhouse is a masterpiece of design, offering a luxurious lifestyle on a grand scale. Boasting 9872 square feet of exquisitely crafted living space, this architectural gem seamlessly combines the timeless charm of a farmhouse with the sophistication of modern luxury. Upon entering, you are greeted by an impressive foyer with soaring ceilings, setting the tone for the grandeur that awaits within. The home features wonderful living space including four finished floors. Entertaining is a delight in the thoughtfully designed easy flow including spacious light filled rooms with 10 foot ceilings creating a wonderful ambiance for daily life and gatherings. The heart of the home, the gorgeous white and light wood kitchen, is a culinary dream featuring top-of-the-line appliances, custom cabinetry, butlers pantry and a generous island, perfect for family meals and large parties. The home offers 6 bedrooms and 7.5 baths,...

(203) 253-1800

14 Five Mile River Road
$6,877,000

Darien, CT
House
Rooms: 21
Bedrooms: 6
Bathrooms: 8
Web ID: 24012059

World class one of a kind newly constructed modern masterpiece 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...

(203) 253-1800

26 Peach Hill Road
$6,495,000

Darien, CT
House
Rooms: 14
Bedrooms: 6
Bathrooms: 7.5
Web ID: 24050971

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!

(203) 253-1800

259 Middlesex Road
$6,470,000

Darien, CT
House
Rooms: 14
Bedrooms: 6
Bathrooms: 8.5
Web ID: 24048979

Discover the epitome of luxury living in this newly constructed 8,552 square foot home, meticulously designed to cater to a sophisticated lifestyle. Nestled within easy access to Darien and Noroton Heights train stations, this residence offers a seamless commute to New York City, blending convenience with upscale suburbia.The heart of the home, an exquisitely appointed chef's kitchen, features Subzero / Wolf appliances, a generous island, and a Julian workstation sink - sure to delight culinary enthusiasts. Luxury resonates in the primary suite, a sanctuary embellished with a vaulted ceiling, limestone FP, two stunning closets, and two lavish bathrooms. Every bedroom in this six-bedroom abode is an ensuite, promising personal retreats for all. Entertain and unwind in your outdoor oasis, complete with exquisite stone work, a Gunite pool with a spa, an outdoor kitchen area, and dual patios - one covered with an architectural stone fireplace, the other featuring a...

(203) 253-1800
Contract Signed
Property for Sale at 55 Blueberry Lane, Darien, Connecticut - Bedrooms: 6 
Bathrooms: 9 
Rooms: 23  - $5,299,000 Previous PhotoNext Photo

55 Blueberry Lane
$5,299,000

Darien, CT
House
Rooms: 23
Bedrooms: 6
Bathrooms: 9
Web ID: 24052008

A timeless masterpiece at 55 Blueberry Lane, Darien, CT! This stunning home is a seamless blend of elegance, comfort, and luxury living across four floors. Located on a sought-after cul-de-sac, the six-bedroom, seven-full, and three-half-bath home provides over 9,000 square feet of living space on 2.23 acres. The beautifully landscaped grounds offer an oversized saltwater pool with a spa, a large flagstone terrace, a built-in fully equipped kitchen, a fire pit, a pool house with a full bath, and plenty of activity space. The attention to detail, high ceilings, and custom millwork add to its style and sophistication. A bright, spacious two-story foyer leads to an inviting living room showcasing the stunning grounds and landscape. A gracious dining room, library/office, gaming room, and lovely screened-in porch afford multiple areas for relaxation, intimate entertaining, or ample gatherings. The chef's kitchen, with a walk-in pantry, butler's pantry, abundant storage, an all-windowed...

(203) 253-1800

1 Pratt Island
$5,000,000

Darien, CT
Vacant Land
Web ID: 24056933

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. Separate 1.4 acre lot also listed on CMLS #

(203) 253-1800

29 Crooked Mile Road
$4,995,000

Darien, CT
House
Rooms: 16
Bedrooms: 7
Bathrooms: 7.5
Web ID: 24040427

Step into unparalleled living with this 10,000+ sq. ft. New England Colonial masterpiece, expertly crafted with attention to detail. A perfect blend of classic sophistication and modern livability, this stone and shingle residence is situated at the end of a private cul-de-sac, set on a sprawling 2-acre lot with mature trees and picturesque English gardens. Constructed in 2002, this home boasts an expansive layout with 7 bedrooms and 6 full baths/2 half baths. The primary bedroom suite is complete with a sitting area, a 14x35 exercise/dressing room, fireplace, and balcony. As you enter the home, you are welcomed by a stunning front-to-back foyer with French doors that open onto the patio and gardens. To the left, the formal living room with fireplace and French doors, exudes warmth and sophistication. The library features exquisite oak wood paneling, cabinetry, and coffered ceiling, providing an ideal retreat for reading. Adjacent to the living...

(203) 253-1800

276 Mansfield Avenue
$4,888,000

Darien, CT
House
Rooms: 12
Bedrooms: 6
Bathrooms: 6.5
Web ID: 24008430

Introducing Les Pierres Dorees, a unique European-style Chateau boasting 6 bedrooms and 6 bathrooms. This magnificent home is constructed with hand-selected stones from the Champlain Valley and is situated on a 1.3-acre property overlooking the signature 12th hole of the Darien Country Club. Step inside through the authentic wrought iron door and be greeted by a breathtaking entry foyer featuring soaring 20-foot-high ceilings, grand double staircases adorned with custom iron and brass railings, elegant French doors, and floor-to-ceiling windows. The state-of-the-art kitchen is equipped with an oversized island, breakfast bar, Sub-Zero refrigerator, Bosch dishwashers, and a warming drawer. It seamlessly flows into a dining area with stunning views of the golf course and opens onto a stone terrace, perfect for entertaining. Upstairs, the luxurious Primary Suite boasts a bedroom with a wood-burning fireplace, offering the perfect vantage point to enjoy breathtaking sunrises over the golf course. Also includes walk-in...

(203) 253-1800

250 Tokeneke Road
$4,775,000

Darien, CT
House
Rooms: 16
Bedrooms: 6
Bathrooms: 9
Web ID: 24057267

Introducing the finest of modern luxury nestled in the charming town of Darien, CT. This spectacular new construction home boasts an impressive 7,500 s.f. of living space spread across 4 meticulously finished levels. Upon entering this magnificent residence, you're greeted by a 2 story entry with adjacent living room, formal din room & powder room. The open layout flows seamlessly into a gourmet kitchen equipped w/modern amenities, an island, pantry, dining area & comfortable family room. This culinary haven opens out onto a sizeable patio, & a great setting for outdoor entertaining. The backyard is a private oasis complete with a lavish pool & spa surrounded by beautifully landscaped grounds. A full bath for added convenience. On the second floor, privacy takes precedence with 5 ensuite bedrooms-each with its own bathroom & walk-in closets. A sitting area provides space for relaxation while the primary suite delivers a serene retreat from...

(203) 253-1800

35 Plymouth Road
$4,695,000

Darien, CT
House
Rooms: 13
Bedrooms: 5
Bathrooms: 6
Web ID: 24033411

This stunning custom-designed waterfront Colonial, crafted by the renowned architect, Roger Bartels, is located in the coveted Noroton Bay Association, with private beach, kayak storage, mooring berths, snack bar, and playground. Completed in 2014, this exquisite residence features 5 bedrooms and 6 bathrooms, showcasing meticulous attention to detail, beautifully handcrafted floating staircases, indoor and outdoor Sonos audio, state-of-the-art mechanicals, and floor to ceiling glass throughout that offers breathtaking views of the majestically landscaped grounds, tidal pond, and secluded four season wildlife. The first floor is perfect for entertaining, both intimate and large gatherings. It features a double-height dining room, a living room with a double-sided fireplace connecting to the den/sunroom, a library with built-ins, and a full bathroom. The eat-in kitchen, with a casual dining area, is connected to the sunlit family room and a secondary office. French doors open to multiple decks, ideal for lounging, alfresco dining, or enjoying...

(203) 253-1800

1 Brush Island Road
$4,695,000

Darien, CT
House
Rooms: 11
Bedrooms: 5
Bathrooms: 4
Web ID: 24045863

Secluded, modern hilltop retreat overlooking Holly Pond and the salt marsh. Nearly 3 acres on a private road adjacent to Darien Land Trust property and Weed Beach Park. Designed by David Austin for his personal residence in 2003. This 5-bedroom 3.5 bath home has been totally renovated by the current owners. A pool, dock, stone patio with gas fire pit, an additional wood burning fire pit, and perennial gardens complete the stunning outdoor spaces set dramatically into the natural contours of the property. With its kitchen and bar set up for entertaining the downstairs spaces take full advantage of the views of Holly Pond. Abundant wildlife and magnificent sunsets make this such a special offering. Easy access to school, shopping and commuting.

(203) 253-1800

92 Pear Tree Point Road
$4,500,000

Darien, CT
Vacant Land
Web ID: 24001372

This is a rare opportunity to build the home of your dreams on Long Neck Point - one of the most sought after and picturesque communities on the Eastern Seaboard! As part of a 4 unit subdivision, you will have shared use of two boat docks and Long Island Sound access! Your newly constructed home will enjoy amazing views to Gorham's Pond and Long Island Sound. Walk or bike to Pear Tree Point or Darien's newest Great Island Park. Perfectly proximate to town, beaches, shopping, dining and schools. Darien residents enjoy terrific parks, nature center, two unique beaches, paddle tennis, senior activities and additional amazing amenities; many dog friendly as well! Bring your architect and start planning or consider using plans developed by esteemed Cardello Architects (renderings featured)!

(203) 253-1800
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