500+ Connecticut Properties

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Contract Signed
Property for Sale at 158 Wykeham Road, Washington, Connecticut - Bedrooms: 5 
Bathrooms: 7 
Rooms: 14  - $7,800,000 Previous PhotoNext Photo

158 Wykeham Road
$7,800,000

Washington, CT
House
Rooms: 14
Bedrooms: 5
Bathrooms: 7
Web ID: 24017309

This architecturally designed Palladian Stone Estate is conveniently located under 2hrs from NYC in the desirable area of Washington, CT. Approached via a gravel drive and security gate, it is set on 53 acres and surrounded by professionally manicured, mature gardens overlooking spectacular mountain views. This sophisticated Country retreat offers 5 bedrooms, 7 baths and features a dramatic Loggia styled limestone floored two story entry. Enjoy the generous sun filled spaces and high ceilings throughout. This home is designed for comfortable living and entertaining. It features a chef's kitchen with top-of-the-line appliances, a sun-drenched Conservatory, and a stone terrace offering breathtaking views of the Litchfield Hills. The main level includes a spacious Bedroom Suite with a wood-burning fireplace and countryside views. Upstairs, there are generously sized bedroom suites, an office and elevator which services all 3 floors. The garden level boasts a guest apartment,...

(203) 253-1800
Contract Signed
Property for Sale at 24 Highland Farm Road, Greenwich, Connecticut - Bedrooms: 6 
Bathrooms: 8  - $7,795,000 Previous PhotoNext Photo

24 Highland Farm Road
$7,795,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 8
Web ID: 120193

Sensational resort-style amenities enhance this stately, 2019 renovated Georgian Colonial on 5.4 very private, gated acres off Round Hill Road. Designed for relaxed everyday living and entertaining with fabulous west facing terraces, indoor and outdoor salt water pools, Har-Tru tennis court, chipping green, cabanas and outdoor shower. Beautiful manicured grounds with established apple orchard, fruit trees, greenhouse and formal gardens provide an idyllic backdrop for the 9,000+ sq. ft., home with six bedrooms, including two primary suites on the first and second levels; eight baths, chef's kitchen, oversized dining room and double height family room. Highlights also include playroom, gym and lower-level theater, wine cellar and billiards room. Three car garage, elevator and generator.

(203) 253-1800

31 Contentment Island Road
$7,750,000

Darien, CT
House
Rooms: 17
Bedrooms: 5
Bathrooms: 5
Web ID: 24020994

ONCE IN A LIFETIME OPPORTUNITY! Premier Darien Waterfront Residence on Contentment Island in Private Tokeneke Association! Nestled on 2 acres, this 5-bedroom home and cottage offers panoramic water views, private dock, and 700' of water frontage. Renovated by Hiland Hall Turner Architects and designed by Louise Brooks & Falotico Associates, it retains historic charm with modern amenities. Features include 7 fireplaces, heart of antique pine flooring, and 9'+ ceilings. Main level boasts spacious living areas, gourmet open kitchen, and sunroom. Second floor offers 4 bedrooms with water views, including Primary Suite and sitting room. Third floor includes gym, media room, and additional bedroom/office. Close to downtown Darien, shops, restaurants, train, and award-winning schools! A rare opportunity for coastal living just 40 miles from NYC!

(203) 253-1800

176 Shore Road
$7,750,000

Old Greenwich, CT
House
Bedrooms: 6
Bathrooms: 8
Web ID: 120681

This sophisticated, sun-drenched Shore Colonial, designed by Granoff architects was custom built in 2013 with no expense spared. A soaring two-story entry foyer connects the bright and spacious living areas which offer 10' ceilings and a large professionally equipped kitchen open to family room. Highlights include a huge rooftop deck with 360-degree views of the LI Sound, an inviting 3-season room, and a spacious primary suite with sitting room, fireplace, balcony, and a luxe bath. An office and four additional ensuite bedrooms are on the upper level, each with a balcony. There is potential for a 6th bedroom on the main level. The third floor provides a gym with full bath and storage. This fabulous opportunity is within close distance of Tod's Point beach and minutes to Old Greenwich.

(203) 253-1800

69 Beachside Avenue
$7,650,000

Westport, CT
House
Bedrooms: 6
Bathrooms: 7
Web ID: 120503

Nestled along a winding lane among some of the Northeast's most illustrious coastal estates, discover this resplendent 4 acre compound with 6,000 square foot main residence rich with amenities and sprawling grounds including custom pool, tennis court and pond with aerating fountain. Here pristine beaches, exceptional educational opportunities, upscale dining, shopping and entertainment all converge within convenient proximity to New York City. Enter the gated entrance and find yourself greeted by a sinuous drive, gracefully winding its way through the picturesque landscape adorned with specimen plantings, mature trees and pond views leading to a gracious parking court and the grandeur of the main residence.

(203) 253-1800

69 Beachside Avenue
$7,650,000

Westport, CT
House
Rooms: 14
Bedrooms: 6
Bathrooms: 7
Web ID: 24014983

Nestled along a winding lane among some of the Northeast's most illustrious coastal estates, discover this resplendent 4 acre compound with 6,000 square foot main residence rich with amenities and sprawling grounds including custom pool, tennis court and pond with aerating fountain. Here pristine beaches, exceptional educational opportunities, upscale dining, shopping and entertainment all converge within convenient proximity to New York City. Enter the gated entrance and find yourself greeted by a sinuous drive, gracefully winding its way through the picturesque landscape adorned with specimen plantings, mature trees and pond views leading to a gracious parking court and the grandeur of the main residence. Dramatic grand reception hall with dual staircase welcome panoramic views of the estate through palatial windows, offering an abundance of natural light that continues throughout the home. Totally remodeled and reimagined, classic elements blend beautifully with modern appointments. Completely renovated gourmet dine-in kitchen with custom cabinetry....

(203) 253-1800

65 Gunn Hill Road
$7,500,000

Washington, CT
House
Rooms: 12
Bedrooms: 4
Bathrooms: 5
Web ID: 24016620

Ultimate Views. Sprawling shingle-style estate with showstopping Great Room & unrivaled panoramic views overlooking Lake Waramaug and the surrounding hills. 22+/- acres with stone walls, blue stone terraces, long driveway & heated gunite swimming pool. 1st floor Primary Bedroom Suite with walk-in dressing closets, luxurious bathroom & private terrace. Cherry paneled Library with fireplace. Formal Dining Room. Butler's Pantry. Chef's Kitchen. Family Room. Guest bedrooms are all en suite. Mahogany deck. Fabulous outdoor fieldstone fireplace. A+ location. Must See!

(203) 253-1800

530 Round Hill Road
$7,500,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 7
Web ID: 120577

Down the meandering driveway off prestigious Round Hill Road awaits your own private oasis in the heart of horse-country. This incredible 4+ acre estate boasts a 6-bedroom brick and clapboard Georgian Colonial featuring classic architectural details w/pool and modern amenities. A 4-horse stable w/separate office/gym round off this compound. Perfect for relaxing or entertaining friends and family, the land is spectacular. Adjacent to conservation, this unparalleled property offers unsurpassed privacy and tranquil views. Imagine yourself watching nature in its full wonder over the expansive fields while your horses graze peacefully as you sit by the pool and sip a cool iced tea. Additional land available. It doesn't get better than this.

(203) 253-1800

1099 Pequot Avenue
$7,500,000

Fairfield, CT
House
Rooms: 17
Bedrooms: 5
Bathrooms: 8.5
Web ID: 170621454

Coveted Southport waterfront. Builder's own 11,000+ sq. foot custom home on private Rock Point Road off Pequot Avenue and walking distance to Southport Beach and Village. Magnificent 1.9-acre lot with 200 feet directly on Long Island Sound with views towards Westport's Gold Coast of Beachside Avenue and the Manhattan skyline in the distance. A beautiful pool and pool house pull you outside to enjoy every changing tide and sky. Outstanding value when compared to neighboring sales and tremendous potential upside awaits the prudent purchaser. A similar sized lot on the street recently sold for $7m and the house directly next door sold in 2020 for $16.5m. Come and see for yourself. Don't miss out as all of our best local waterfront properties are being snatched up. Close to the town centers of Westport, Southport and Fairfield and just 50 miles to NYC.

(203) 253-1800

Rich Island
$7,495,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 4
Web ID: 120908

A one-of-a-kind offering, this property provides sweeping views of Long Island Sound and the allure of your own island. The expansive half-acre property, shaded by mature trees, also features its own boat dock and two boats for exploration of nearby waters and islands. Meticulously landscaped grounds with beautiful perennial gardens provide a picturesque setting for outdoor events. A quaint stone pathway leads to a gazebo equipped with a fireplace, ideal for outdoor dining, cocktail parties, or quiet reading sessions. For water sports enthusiasts, the property provides a kayak and paddle board rack along with a launch area. The residence boasts a wide wrap-around porch offering unmatched views and a lower deck designed for relaxation. The living room, serving as the centerpiece of the home, showcases panoramic views of the Sound and is centered around an exquisite stone fireplace. Opening onto the covered porch, residents are encouraged to enjoy the coastal scenery...

(203) 253-1800
Contract Signed
Property for Sale at 822 North Street, Greenwich, Connecticut - Bedrooms: 7 
Bathrooms: 9  - $7,495,000 Previous PhotoNext Photo

822 North Street
$7,495,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 9
Web ID: 120783

NORTHSTAR: A sybaritic paradise combining classic architecture and design with modern amenities nestled on a bucolic private drive. Enjoy over four spectacular acres of gated park-like lawn providing serenity and privacy with room for a future pool, tennis court and outbuildings. Exquisitely designed by Judith Larsen, and built by Bill Gardiner, this is a one of a kind turn key masterpiece with 7 bedrooms and 7.3 bathrooms. Enjoy 3 finished levels of generously proportioned rooms with 10+ft ceilings, oversized windows allowing an abundance of natural light, classic moldings and high end designer finishes for today's discerning buyer. There is an additional 2,500 +/- square feet of unfinished lower level space to create the entertainment mecca of your dreams. New roof & updated mechanicals

(203) 253-1800
Contract Signed
Property for Sale at 1 Joshua Lane, Greenwich, Connecticut - Bedrooms: 6 
Bathrooms: 8  - $7,495,000 Previous PhotoNext Photo

1 Joshua Lane
$7,495,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 8
Web ID: 120288

Stylish and chic six bedroom Colonial residence on a coveted cul-de-sac in the heart of mid-country. Three light filled levels overlook private, professionally landscaped lawn with new heated pool. Classic center hall floor plan with spacious rooms, bespoke millwork and high ceilings. Formal living room with fireplace and elegant dining room with butler's pantry. Carrera marble eat-in kitchen opens to large family room with fireplace and the expansive deck with outdoor kitchen. Secluded office with Palladian style windows and fireplace. Cozy library with custom bookshelves. Primary suite with sitting room, dressing room, luxurious bathroom and balcony. Five additional ensuite bedrooms. Lower level with home theater, gym, playroom, mudroom and three car garage. Elevator location.

(203) 253-1800

81 Canoe Hill Road
$7,400,000

New Canaan, CT
House
Rooms: 16
Bedrooms: 6
Bathrooms: 7.5
Web ID: 24025435

Prepare to be enchanted by the timeless elegance of this classic New England estate sited on 5.5 acres of sweeping lawns and mature gardens. Comprehensively reimagined and expanded by the incomparable team of Hobbs Inc and Mark Finlay, this distinguished property offers an unparalleled lifestyle that seamlessly blends luxury, leisure and the charm of a bygone era. The outdoor space boasts gracious terraces, a sparkling pool and a cozy outdoor fireplace with flatscreen for outdoor viewing. Interiors are punctuated by extensive millwork, custom details and thoughtfully designed rooms of classic proportions. Experience the very best that life has to offer in this extraordinary Connecticut Classic.

Susan O'Rourke
(203-966-7800

158 Popple Swamp Road
$7,300,000

Washington, CT
House
Rooms: 12
Bedrooms: 5
Bathrooms: 6.5
Web ID: 24013651

Find your oasis in this award winning Washington, CT estate, where privacy meets year-round fun. Immerse yourself in tranquility at this captivating retreat nestled on a country road, just minutes from Lake Waramaug and Washington Depot. In addition to offering 80+acres of your own open and lightly wooded level land for an abundance of privacy, this idyllic escape boasts a 5 bedroom, 5.5 bath main house, separate two bedroom guest house, gorgeous pool/spa, orchard, pond with possibility to divide an additional lot, along with easy access to year-round hiking and nearby great dining and shopping in New Preston. A picturesque tree-lined driveway leads to your captivating modern farmhouse style home, nestled behind over 1000 ft of classic stone walls. Inside, find inviting open concept living space, including a lower level gym and game room, along with a grand entertaining area, complete with bar. The first level with beamed ceiling living...

(203) 253-1800

785 Oenoke Ridge
$7,295,000

New Canaan, CT
House
Rooms: 20
Bedrooms: 7
Bathrooms: 8.5
Web ID: 170591110

Welcome to 785 Oenoke Ridge in the picturesque town of New Canaan, CT. A stone-pillared entrance and private drive leads you to this magnificent estate minutes from New Canaan's vibrant town center. Expertly crafted by award-winning team Gardiner & Larson and sited on 4.32 pristine acres, the more than 13,000 square foot home offers a luxurious and private retreat for the most discerning buyer. With four finished levels, the home boasts the finest quality craftsmanship and meticulous attention to detail. The double living room creates an elegant and inviting space, perfect for entertaining guests. The chef's kitchen is a culinary masterpiece, and with its high ceilings and abundance of oversized windows the home is flooded with natural light, seamlessly blending the indoors with the surrounding nature. The primary suite is a sanctuary of its own, featuring dual bathrooms and dressing rooms, sitting room and exercise room. The six bedrooms in...

(203) 253-1800

66 Ridge Street
$7,295,000

Greenwich, CT
House
Bedrooms: 5
Bathrooms: 7
Web ID: 119459

Introducing the gold standard in stylish, contemporary living - Extraordinary new construction showcases a luxury European style home appointed with striking architectural details, elevator, luxurious finishes, superior-grade materials, and pool on .36 acre in the heart of Greenwich. An open floor plan designed for seamless entertaining highlights an chef's kitchen, dining and family rooms with fireplace; living room with wet bar and dramatic double height entry. Primary suite with balcony, spa bath, dressing room and three en-suite bedrooms comprise second level. Top floor offers au-pair suite and office. Recreational lower level provides theater/media rooms, gym and playroom. Another stunning property from R & R Investment Group LLC, winners of 2023 Hobi Award for best spec home.

(203) 253-1800
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