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.
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!
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.
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.
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....
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!
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.
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.
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...
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
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.
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...
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...
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.
485 Laurel Road
$7,250,000
New Canaan, CT
House
Rooms: 12
Bedrooms: 8
Bathrooms: 9
Web ID: 24024752
Welcome to Extown Farm. This 17.5 acre property is truly one of a kind offering three separate residences to accommodate a discerning buyer seeking a private compound on an extraordinary piece of land. Comprised of eight structures, the crown jewel of this estate is a 7,000 Sq Ft farmhouse, once part of New Canaan's historic farm. The main house has been painstakingly restored to the highest caliber by renowned Prutting Custom Builders in 2023. Fully equipped with all modern amenities while tastefully preserving many of the original details. The main level features a stunning new kitchen equipped with top-of-the-line appliances, adjacent to a family room with a fireplace and French doors leading to a stone patio and manicured garden. A formal living room, sitting room, office, sun room, butlers pantry and mudroom and powder room complete the main level living spaces. The upstairs houses five spacious bedrooms, including a luxurious...
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