Refine Search
Sort by
$35,000,000

6 Beds

5 Baths

24034137 MLS

Waterfront.. Sachems Head - Welcome to a Unique opportunity to purchase some of the finest waterfront properties to ever become available on the entire Connecticut Shoreline. Combined 3 properties span 13.03 rolling green Acres w/1900 feet of waterfront, 3 Docks, Boat Lift, Vineyard, Orchards, Beautiful Gardens, Fruit Trees, Tennis/Basketball Court, Go Kart Track, 2 Houses and a Carriage House. The Main House, a testament to exceptional craftsmanship, showcases approximately 5,534 square feet of living space, with six well-appointed bedrooms and 4.1 bathrooms. Designed with the finest materials, this home seamlessly blends timeless elegance and modern conveniences, providing a harmonious living environment. Outdoor area includes a Pool, Spa & Outdoor kitchen. Guest House with 3,583 sq feet, 3 bedrooms, 3 baths, Separate 942 sq ft. 1 bedroom in-law/ staff quarters. This property shares a Common border with the main residence. The separated property which can possibly be subdivided into 2 building sites, features a Carriage House, Dock & Sandy Beach. To say there are many possibilities here would be an enormous understatement! Private residence, Family compound or High-end development. Bring your Dream here; this opportunity will not let you down. All 3 properties must be sold together unless otherwise agreed to by the current owners. Please respect the privacy of current owners. BY APPOINTMENT ONLY. Taxes represent all 3 properties.

215 Uncas Point Road, Guilford

$35,000,000

10 Beds

8 Baths

24018448 MLS

In a world where luxury knows no bounds, there's one property that stands out above the rest. Welcome to Rogers Island - where dreams become reality. Enveloped by the tranquil waters of Long Island Sound, this 7.65-acre haven features an exquisite 8,746-square-foot renovated main residence, complemented by a four-bedroom waterfront guest house with a wraparound porch. Unwind poolside in the elegant pool house, engage in spirited matches on tennis court, immerse yourself in the lush beauty of the formal gardens, meandering trails, and serene koi pond. With three private beaches, two docks, a putting green, an artist's studio, staff quarters, and a greenhouse, every aspect of refined living is meticulously curated. From sunlit afternoons by the pool, to enchanting evenings under the stars, Rogers Island offers a lifestyle beyond compare. This is more than just a property, it is a legacy, waiting to be yours.

Rogers Island, Branford

$28,500,000

10 Beds

19 Baths

24000124 MLS

Truly unique 19 Acre Estate in the heart of mid country! Prepared to be captivated by this custom built masterpiece of design and craftsmanship. Completed in 2009, and offered to the market for the first time since completion, 97 Pecksland has an unrivaled combination of lot size, quality and privacy. Enter through the grand gated entrance and dramatic driveway to the elevated main house on the primary lot of 8.71 acres, with 2 further sep parcels of 5.3 and 5.13 acres for a total of 19.14 acres in the 2 acre zone. A substantial amount of mature trees balance wide open park like spaces with lawns to the front and rear of the main home. Classically designed to show a high degree of architectural integrity and balance. The Grand entry foyer with double staircase set the tone for the living spaces within. Large informal and formal spaces blend for an ideal venue for large scale entertaining, both inside and out. First floor features an oversized living room / bar area, multiple office spaces, guest suite, dining room, kitchen / fam room and kennel room for 3 large dogs. 3 car garage off the mudroom along with 3 car port cochere for day to day parking. A car collectors dream awaits in the lower level with further parking for over 30 cars. Lower level also features a generous wine cellar, tasting room and golf sim. A huge master suite with terrace overlooking the rear yard, master sitting room and multiple bathrooms and walk in closets. 6 further fam / guest suites and large

97 Pecksland Road, Greenwich

$27,500,000

5 Beds

6 Baths

24029590 MLS

A GOLD COAST opportunity: 6.6 acres of pristine estate living culminating at 400 ft of direct Long Island Sound waterfront.A winding drive from the famed Beachside Ave enclave leads past the tennis pavilion, through the shaded trees and into a cobblestone courtyard with fountain and perfectly manicured garden entry.Stepping through the front door, the striking view of blue water tops the lush green lawns like a painting. The main fl of this Roger Ferris shingle style colonial was designed for luxury coastal living, the main living room, sun room, and kitchen all pour out onto the gorgeous south facing patio through endless walls of windows & French doors.Each space meticulously finished to be comfortable for everyday living while also ready for seamless indoor/outdoor entertaining at a moment's notice with smart & almost sneaky placement of pocket doors, cocktail room & butler's pantry.The main house boasts spacious 5 bdrms.The primary suite, consisting of a spectacular bedroom with rustic barn wood ceilings & water views in every direction is balanced by the clean lines of a recently redesigned sleek sitting room & the modern bath + dressing room done in crisp whites.There are 2 multi room bedroom suites finished in New England resort style & a guest wing w/ 2 additional bedrooms, bath & separate entrance hall.The home offers 4 garages + a covered bay, a full basement w hotel level laundry room, storage, catering prep room & immaculate utility rooms geothermal home heating.

120-122 Beachside Avenue, Westport

$25,000,000

6 Beds

10 Baths

24033967 MLS

Nestled on over 11 acres with 450 feet of Long Island Sound waterfront and a private beach, this magnificent home, designed by architect Jason Chai, blends Swedish, Dutch, and Moorish architectural elements into a harmonious synthesis of grandeur and comfort. Located at the end of Sasco Hill Road, the discreet entrance offers a hint of the luxury within. The driveway curves towards the water, revealing the main house framed by meticulously designed landscaping, signaling your arrival at a truly exceptional place. Under current ownership, the property has been enhanced with notable additions: a new large garage with a second-floor art studio and play space (2018), a new pool, birch garden, and patio, an exquisite wine cellar (2021), a private dock with stairs to the secluded beach, and a lower-level renovation adding a full bathroom (2021). System upgrades include irrigation, outdoor lighting, and A/V controls. When the house was featured in Architectural Digest, they noted that "every now and then you come across a new house that has an old soul"... The interior, designed by Billy Cotton in collaboration with the owner, features enchanting palettes and intimate spaces, adorned with impeccable detailing. The serene elegance of the home complements breathtaking water views and picturesque gardens, creating a rare sense of tranquility and elegance. Sasco Point stands as a true masterpiece and is celebrated as one of the most distinguished waterfront estates in the US.

1131 Sasco Hill Road, Fairfield

$22,000,000

7 Beds

12 Baths

24037101 MLS

Introducing one of New York's most prestigious estates: a rare opportunity to own a historic piece of history elegantly nestled atop 14+ park-like acres in Purchase. This illustrious and stately turn-of-the-century residence, was the setting for the blockbuster film "Goodbye Columbus." For the last 37 years it has been the treasured home of Kenneth Cole and his family. A quiet country manor that's exceptionally private and secure, the estate is a stunning work of art, beautifully situated behind a gated entry at the end of a long, meandering driveway. The property boasts acres of lush rolling lawns adorned with over 35 years of seasonal perennials in year-round bloom, a glorious fenced saltwater pool and patio, five-hole putting green, pickleball, basketball & tennis courts, zen-like meditation garden, and a one-acre freshwater pond with koi and carp. Encircling the property is a half mile jogging path with a grove of weeping willows, a spectacular oasis of hydrangeas, indigenous stone walls, a shady gazebo, and a charming life-size dollhouse. Inside, the home is breathtaking, with 11,792 sq ft of custom-crafted beauty featuring 7 bedrooms, 6.4 bathrooms, and 3 offices spread over three sunlit floors.

1619 Purchase Street, Harrison

$18,500,000

6 Beds

7 Baths

170596857 MLS

This truly magnificent 10-acre waterfront compound on Long Island Sound has a remarkably private setting with 440' of direct water frontage. The panoramic vistas to the east and south across Cos Cob Harbor and out to the Long Island Sound provide an incredible array of breathtaking water views. The property is bordered to the south by the 50-acre Copper Beech Farm. The 5-bedroom shingle style residence was completely renovated in 2018 highlighted by an exquisite glistening kitchen and incredible bathrooms with extraordinary marble slab designs. In addition to the waterside pool and spa, the expansive compound includes a Vermont style barn serving as a guest house and party barn flanked by a lighted tennis court. This unique waterfront estate has a back country secluded ambiance, yet it is close to town. Truly a rare opportunity to acquire a world-class property and enjoy in the current state or build an incredible great estate.

7 Cobb Island Drive, Greenwich

$16,500,000

6 Beds

10 Baths

24048767 MLS

Located in the gated community of Conyers Farm, a private, lakefront country estate, ideally perched on over 10 acres. This extraordinarily chic shingle and stone residence was originally built in 2002 with enhancements and an expansion in 2017. Included in the extensive interior and exterior improvements, is a 6,500+ sf addition offering a remarkable, one of one, full size regulation tennis arena which doubles as a party barn and NBA size basketball court, an oversized pool with hot tub, outdoor kitchen, outdoor fireplaces, a golf simulator and a golf green. At every turn, painstaking attention to detail abounds with lofty beamed ceilings and a stone fireplace in the family room, a large formal dining room, private office, renovated main house kitchen with a service pantry and wine cellar complete the first level. A luxurious and calming owner's suite with walk in dressing room, four additional ensuite bedrooms plus a separate 1-bedroomcottage provide ample living quarters. The third floor adds an indoor sport court, bar area, gym, bunk room and bath. 9 Cowdray Park also features a dock on the idyllic 100+ acre Converse Lake and access to the polo fields. Tennis, golf, basketball and boating - recreation at your fingertips.

9 Cowdray Park Drive, Greenwich

$15,000,000

5 Beds

8 Baths

24045750 MLS

Elevate Your Lifestyle on a Hilltop Masterpiece of History and Luxury. Discover an unparalleled living experience at a 30-acre waterfront estate perched atop the serene landscapes of the lower Connecticut River, with natural physical barriers that provide security and protection. This masterpiece, designed by architect Alfred Hopkins, is not just a home but a private sanctuary enriched by nature's beauty and history. A Storied Legacy. Host to figures like Albert Einstein and Katharine Hepburn, its rich history adds a layer of grandeur. Exquisite Residences. The main chateau features 5 bedrooms, 8 bathrooms, and has undergone a meticulous 5-year renovation, blending modern luxury with timeless elegance. The 1820s guest house, with 3 bedrooms, 4 bathrooms, is a charming retreat. Unmatched Amenities. A new 3-bay garage and spacious tobacco barn cater to hobbyists and entertainers. The private dock accommodates a 36' Hinckley, providing safety with access to the river and Long Island Sound. Nearby marinas suit larger vessels. Strategic Location. Centrally located between New York and Boston, it's also a short drive from world-class entertainment and airports. Own this rare blend of history, luxury, and nature. Total BR count for home does not include the guest residence. Welcome to 'Highover."

153 Ferry Road, Lyme

$14,770,000

6 Beds

10 Baths

24022031 MLS

Prepare to experience the extraordinary and discover the future at this new residence by Skyview Builders. Now complete and ready for immediate enjoyment, this world-class estate elevates the standard against which all others are measured. Set on two spectacular, level acres in the heart of Westport's premier estate section, long considered a haven for celebrities & influential figures. The gated approach leads to an unrivaled custom home characterized by innovative materials & finishes incl a mirror-effect glass partial facade, glass entry canopy, KLAR windows/doors w/triple pane glass & quality construction practices that represent the future of building technology. Enter a refined environment where every intuitively designed space flows harmoniously. As you explore the interior, you will encounter customized built-ins, porcelain accents, linear fireplaces, LED-lit curtain channels, fine fixtures & much more. The hub of this home is the awe-inspiring gourmet kitchen/Great room w/sliding glass wall to the rear, hidden prep kitchens, enclosed outdoor entertaining space w/sep summer kitchen all leading to the pool terrace w/spa, swim-up bar, sunken seating area w/fire table. Each of the 6 lux BR suites has a priv bath. The primary suite has spectacular dressing rms & a spa bath unlike any other. The 3rd flr bonus rm opens to a roof deck w/hot tub. The fin LL dazzles w/media rm, spa, wine cellar, full wellness suite. Ask about Skyview's luxury homes in Greenwich & Westport.

5 Fraser Road, Westport

$14,500,000

7 Beds

12 Baths

24032024 MLS

Exquisitely designed, the home defines elegance and exclusivity. This one of a kind 7 bedroom, 8.4 bath, 12,000+ sq ft estate home in the Andrews Farm Association, is nestled in the prestigious back country of Greenwich. Situated on 8 manicured acres, this property boasts an awe-inspiring garden designed by Penelope Hobhouse; featuring fruit orchards, a greenhouse, raised vegetable gardens, fountains, parterre and allee gardens, to create a captivating and serene outdoor retreat. Recently renovated to include the latest technology.The property features a gorgeous pool, outstanding tennis court, and garage apt w/ lvrm, bedroom, bath and kitchen. The gated entry ensures privacy and security. A major highlight to this property, is the potential to build additional +/-10,000sq ft

35-37 Andrews Farm Road, Greenwich

$13,500,000

5 Beds

8 Baths

24028496 MLS

Experience the unparalleled luxury of this exquisite Compo Beach seaside home,a masterpiece of design and craftsmanship, designed by renowned architect Peter Cadoux. Just steps from a private beach, this architectural gem is bathed in natural light and boasts breathtaking panoramic water views from nearly every room.The full chef's kitchen opens to a radiant sunroom with a glass ceiling, perfect for quietly enjoying the seaside ambiance. Entertain guests in the adjoining family room with a grand fireplace, the elegant dining room, and the striking music room all featuring wrap-around windows that showcase panoramic views of the Long Island Sound.The upstairs primary suite is a sanctuary with front and back balconies,a spa-like primary bath,an upstairs office and stunning views. Two additional bedrooms with a shared bath and a guest room with a private bath and balcony overlooking the Sound complete the second floor.The third floor offers two more bedrooms or flex space, a balcony overlooking the Sound, and a full bath.The exquisite craftsmanship continues on the lower level, a recreational paradise featuring a full gym, a lounge area with a fireplace, a media room, a pool table area with a bar, a fabulous wine room, and an extraordinary aquarium! Enjoy working from home in your private office or relax by the heated pool and spa. An outdoor kitchen enhances your charming and private backyard and also includes access to two tennis courts. Live every day like you're on vacation!

260 Hillspoint Road, Westport

$12,995,000

9 Beds

12 Baths

24027515 MLS

A once in a lifetime opportunity to own over 230 acres overlooking Lake Waramaug. Nestled high in the hills overlooking the pristine beauty of the lake, this offering comprises six parcels of open fields and forest with exceptional views. Owned by the same family for the last 70 years, dignitaries from the worlds of art, politics, and industry have been entertained here while the stables, paddocks and trails have been home to thoroughbred racehorses and generations of equestrians. This property includes two vintage main houses, a guest house, a guest cottage, an in-ground pool with pool house, and staff quarters attached to a twelve stall stable and carriage barn. Miles of footpaths and trails lead to natural springs, a seasonal pond and streams, and a rocky outcropping archaeologists believe was used as a shelter by native settlers. Located in the heart of Litchfield County, within two hours of Boston and Manhattan, this is the ideal opportunity for those that appreciate the history and grandeur of a property of this caliber.

Warren

$12,989,000

7 Beds

13 Baths

24038736 MLS

Drive through the electronic iron gates to a breathtaking 16,000+ SF, 3-story residence of handcrafted brick and imported French slate capped roof conveying a sense of permanence, substance & Old World quality reminiscent of grand country homes of Europe. On 6+ acres, this European style home is met inside w/a balanced mix of classic luxury and relaxed modern-day conveniences & furnishings accentuated by contemporary art. Carefully curated chandeliers and Chesney fireplaces designed to match rooms' intent, Poliform dressing rm, Valcucine ergonomic kitchen, Porcelanosa baths, stunning custom millwork, French doors w/Transom windows, magnificent arched hallways. Designed to serve multiple occasions of various degrees of formality simultaneously, the home has two wings on each side of a spectacular 50 by 25 ft Center Hall. North wing w/2-Story Library, Reading rm, Main Office, Bar, Living & Music rms. Accessed through a separate courtyard entrance, the South wing includes Dining, Reception, 2nd Office, Kitchen w/Breakfast area, Family rm, Back Staircase, Service/Mudroom, Fitness Center w/Sauna. 2 Laundry rms. Primary suite w/Sitting rm, 2 Fireplaces, 2 Baths, WIC, Dressing rm & Terrace. 6 add. en-suites. A family-wellness focused estate w/enticing, extensive indoor & outdoor features & activities. Private fresh water pond. Pool. Tennis Court. 2,000SF Cottage. Heated Garage w/auto exhaust. 10-12 family cars or 25 collectible cars. Details www.266MichiganRoad.com. Furnished option

266 Michigan Road, New Canaan

$12,900,000

7 Beds

8 Baths

24036184 MLS

Dreams do come true! You don't have to be a sailor to fall in love with this exceptional waterfront paradise on magnificent Pratt Island. This is a once in a lifetime chance to establish your own nature-filled family compound. The combination of these two properties with an existing 6 bedroom, 4300 sq. main house, and 3 bedroom, 1500 sq. ft. cottage with separate 2 car garage offers you the ability to create your own utopia limited only by your imagination. Nestled on almost 2 1/2 acres, this private oasis boasts one of the largest private beaches in Darien offering unparalleled opportunities for water sports, wildlife observation, and large gatherings. The large multi-slip protected deep-water dock (with utilities) provides easy access for boating enthusiasts, while the breathtaking, surrounding water views create a picturesque backdrop for everyday life. The properties are ideally situated to enjoy summer southwesterly breezes and are protected from the northeasterly winter blows. Be lulled to sleep by the waves right outside your windows and watch thunderstorms roll down Long Island Sound. These high-end Darien properties combine to exemplify luxury coastal living at its finest, presenting a rare opportunity to embrace a lifestyle of continuously changing beauty. Possibility to divide properties into two lots being discussed. Come see your exquisite future!

1 & 3 Pratt Island, Darien

$12,250,000

5 Beds

7 Baths

24048208 MLS

PRIVATE WATERFRONT PARADISE! Tranquil location offers unrivaled access to Panoramic Ocean views of Long Island Sound. A short walk across the Wooden Footbridge w/ Sherwood Mill Pond on your left and LI Sound on your right leads to the gated private Island of Compo Mill Cove & a handful of unique waterfront homes. The property itself has been customized from top to bottom w/ exceptional thought & detail. Only house on the Cove w/ a secure, storm surge concrete wall. Featuring over 3950 sq ft of living space, 5 beds, 5.2 baths, an open floor plan w/ wall to wall windows that offer 180 degree views of the ocean from every room. First fl features a living room w/ fireplace, family room, beautifully appointed wet bar, dining area, & gourmet kitchen w/ exclusive granite, Viking appliances, modern design, & a first fl bedroom w/ ensuite bath. Upstairs offers 3 additional bedrooms including a primary w/ a fireplace, private balcony w/ outdoor fireplace, & bathroom w/ sauna shower, tub, & double vanity. The highest quality materials were used in every corner of the home, from beautiful marble to custom imported Italian sici tiles, to state of the art electronic & digital components that can be used from within the home or remotely no detail was overlooked. Outdoors is equally as impressive w/ an infinity pool, outdoor kitchen, shower, bathroom, terrace w/ fireplace, lush gardens, fountains & impeccable landscaping that sit behind a gated, secure stone wall border. Just 1 hr from NYC!

50 Compo Mill Cove, Westport

$11,989,000

8 Beds

16 Baths

24026350 MLS

Imagine waking every morning to some of the most breathtaking water views on the East Coast. "The Sanctuary on Sasco Hill" is one of Fairfield County's most coveted properties. With the Manhattan skyline on the horizon, this gated, ultra-private estate features 6 levels of sun-drenched living and a charming 2-bedroom, 2-bath guest house. Blending intimate spaces with grandeur, the lifestyle allows for family comfort and the luxury of lavish entertainment. Floor-to-ceiling windows, French doors, and wood-burning fireplaces create a warm and inviting atmosphere. Granite patios with limestone railings, strategically placed on every level offer spectacular spaces for outdoor gatherings and moments of unparalleled sunrises and sunsets. The primary suite graces the entirety of the top floor, providing panoramic views from its expansive terrace. Six additional en-suite bedrooms with custom finishes and a large media/playroom occupy the 2nd floor. Enjoy summer afternoons by the inviting oval pool with a large shallow end and a full 9-foot deep end. Stay active on the squash court or swim laps in the indoor pool. The playground and enchanting gardens provide endless outdoor enjoyment. "The Sanctuary on Sasco Hill" is a turn-key property, available fully furnished and ready for immediate occupancy. Here, the seamless blending of indoor and outdoor spaces creates an unparalleled lifestyle of elegance and tranquility. Welcome to the epitome of luxury living only 50 mi from NYC.

640 Sasco Hill Road, Fairfield

$11,950,000

6 Beds

8 Baths

24039046 MLS

Linden Hill Farm, an estate of unparallelled elegance, is one of the most magical properties in Litchfield County, combining a sense of a by-gone era with the finest modern amenities. Built in 1929 and exquisitely renovated by a renowned NY designer, the 6-bedroom, 5 full & 3 half-bath gracious Georgian Revival w/original oakwood floors, 6 antique fireplaces & multiple outbuildings sit on 72+/- private, breathtaking acres w/meadows, expansive verdant lawns punctuated by ancient trees, sculpted boxwood gardens, delightful perennial gardens & views of the Berkshires. A double-height, front-to-back entrance hall leads to a stone terrace that spans the back of the house, w/ long established perennial gardens overlooking 40 acres of fields & meadows. The reception rooms are light-filled, of grand proportions, and have antique French doors leading to the back terrace. A lovely sunroom opens to a formal garden. Expansive eat-in kitchen w/a center island offers commercial grade appliances, fully equipped Butler's pantry & a delightful dining area w/French doors leading to the terrace & kitchen garden. A cozy dark-paneled library adjoins. Up an exquisite curving staircase, the primary suite w/fireplace, 2 baths, 2 dressing rooms, sitting room & terrace overlooks a formal boxwood garden. 2 more ensuite guestrooms w/fireplaces are nearby. In a separate wing: 3 more bedrooms w/large game room above. Oversized pool w/summer kitchen, pool house & tennis court. A Magnificent Country Estate.

406 Wells Hill Road, Salisbury

$9,750,000

5 Beds

5 Baths

24025341 MLS

Gracefully nestled at water's edge among lofty pines on over 115 utterly private and unspoiled woodland acres, this breathtaking lakefront country home features five bedrooms and four-and-a-half bathrooms and over 8,000 sq ft of luxurious living space. With extraordinary craftsmanship and exceptional materials, this custom built contemporary residence harmoniously integrates with its natural surroundings, showcasing cathedral ceilings, custom cherry cabinetry, heart pine and stone floors, and expansive stone fireplaces. Seemingly endless Albertini sliding glass doors and large windows frame captivating views of the manicured grounds and Winchester Lake, a 229-acre body of water known for its undeveloped shoreline, fishing, kayaking, and pristine water. The interior of this home offers a seamless flow, ideal for both intimate and large gatherings. At the heart of the house, a stunning great room features double-height ceilings and an impressive stone fireplace crafted from stones sourced from the property. Adjacent to the fireplace, a cozy windowed reading nook in the great room provides the perfect spot to unwind. Neighboring the formal dining room, the gourmet chef's kitchen is fully equipped with top-of-the-line appliances, with an adjoining wet bar and spacious wine cellar.

841 Winchester Road, Norfolk

$9,750,000

10 Beds

9 Baths

24037728 MLS

DISCOVER BREEZEMORE Experience the rare opportunity to own a piece of history with the stunning Breezemore estate located in Greenwich, Connecticut. Built in 1909, this magnificent property offers 10,000 square feet of architectural splendor, old-world charm, and modern conveniences. Set high on 3.2 private, park-like acres within close distance of downtown Greenwich, this property stands proudly in one of the town's most prestigious neighborhoods of Rock Ridge Association, once home to the Rockefellers. The estate welcomes you with an elegant porte-cochere and a circular drive. Inside, the impressive foyer reveals a majestic 3-story staircase and showcases the home's rich heritage through exquisite architectural details. New 60KW generator, approx. 3000sqft FAR for poolhouse/garage Each room features soaring ceilings, stunning millwork, and abundant natural light. Many of the bedrooms, including the primary bedroom, offer panoramic views of the sky, century-old trees, and the expansive property, ensuring a serene retreat each day. The next steward will embrace the benefits of many quality renovations, especially the newly expanded custom chef's kitchen, butler's pantry, and spacious mudroom perfect for modern living while preserving classic elegance. Breezemore is replete with beautiful details and rooms that make it a unique and captivating home, ideal for gatherings and celebrations. Experience timeless elegance and luxury living in this in-town historic setting.

14 Meadow Drive, Greenwich

$9,500,000

8 Beds

10 Baths

170571048 MLS

Welcome to Pemberly Hill, a truly exceptional home of unparalleled grandeur and sophistication. Boasting 8 bedrooms on 4 acres of pristine grounds on desirable Brushy Ridge, this magnificent property is a true masterpiece. This classic home has been thoughtfully designed to the highest standards, seamlessly blending its rich history with modern luxury. The result is an extraordinary residence that offers exquisite attention to detail and seamless flow of space. From the stunning foyer with a grand staircase to the spacious and inviting living and dining areas, every room is beautifully appointed with soaring ceilings of over 11 feet and perfectly designed for modern living. The light-filled and spacious gourmet kitchen features top-of-the-line appliances, a large center island, custom cabinetry, walk-in pantry, and wet bar. The luxurious primary suite is a true sanctuary, offering a spacious and serene retreat with a generous spa-like bath, 2 walk-in closets, a private sitting room, and breathtaking views of the property. 7 additional bedrooms are perfect for hosting family and friends. Step outside and discover over 4 acres of beautifully landscaped grounds with lush gardens, a sparkling pool, a Har-Tru tennis court, and multiple outdoor seating areas for relaxing and entertaining. A rare opportunity to own a piece of history in one of New Canaan's most desirable locations.

262 Brushy Ridge Road, New Canaan

$9,200,000

8 Beds

7 Baths

24000964 MLS

Family Compound - Iconic Boulders Lodge & Carriage House on Lake Waramaug, Washington, CT. A unique piece of American history with the extraordinary Boulders Lodge, an 8,000-square-foot masterpiece & its Carriage House, are less than 2 hours from New York City, beautifully situated on 10.2 landscaped acres abutting the 516-acre Macriscostas Preserve along the stunning shores of Lake Waramaug in Litchfield County. Originally constructed in 1895 by acclaimed architect Ehrick Rossiter in the Adirondack large stone and shingle, post-and-beam style, and impeccably renovated in 2014, the Boulders Lodge seamlessly blends historical charm with modern luxury, making it an ideal getaway, a permanent residence, or a family compound for generations. The Main House has 8 bedrooms/7.5 baths, large eat-in country kitchen w/fireplace, Great Room w/fieldstone fireplace, library w/fireplace & a family room w/wet bar. A large stone terrace w/built-in BBQ & 3 more porches overlook the lake. The adjacent Carriage House has 7 bedrooms,7.5 baths, 7 fireplaces, eat-in kitchen/family room w/fireplace, living room w/fieldstone fireplace & a charming 2-story barn. The sweeping 300 ft. of prime lake frontage has magical sunsets, a stationary dock & a 600 sq. ft. lakeside cabin approved for a 2nd floor expansion w/a small kitchen, bath & family room. Also on the property, a separate Guest House offers potential for a 3-4,000 sq. ft. expansion. A 1-acre wide lawn is ideal for a pool & tennis court. Rare.

387-385 Lake Road, Warren

$9,188,000

6 Beds

10 Baths

24052603 MLS

Welcome to 119 Proprietors Crossing, a stunning estate designed by award-winning architect James E Gearity. Situated on 4 acres, this six-bedroom residence exudes luxury at every turn. As you arrive, a private drive and grand fountain welcome you. Inside, the nearly 30-foot-high grand foyer boasts a sweeping spiral staircase illuminated by a dazzling Baccarat chandelier. The parlor invites guests with one of the home's seven fireplaces and leads to the serene terrace. The Blue Room, with 12-foot ceilings, is an ideal retreat, while the adjacent study with a coffered ceiling includes a secret staircase leading to the primary suite. For grand gatherings, the formal dining room shines under another Baccarat chandelier, and the chef's kitchen is equipped with SubZero and Viking appliances. The expansive great room, with a 35.5-foot vaulted ceiling and custom hand carved buttresses adds to the grandeur. Upstairs, the majestic primary suite features a Juliet balcony, vaulted ceilings, a gorgeous bath with a freestanding tub and an 800 sq ft dressing suite. In addition to the other 4 bedrooms upstairs, a guest suite with its own living room is located on the main floor with direct access to the drive; perfect for an au pair or guests. The lower level offers a media room and wine grotto, and outdoor entertainment spaces include a new pool and dining pavilion. Every detail of this home is designed for luxury living and ultimate privacy. Additional expansion opportunities abound!

119 Proprietors Crossing, New Canaan

$8,950,000

6 Beds

8 Baths

24007839 MLS

Discover unparalleled luxury living in this enclave of exceptionally conceptualized construction with expansive watereviews of Long Island Sound. This 9,000+ SF Connecticut Colonial Revival home in the newly planned, prestigious Sasco Point, is meticulously crafted by Award Winning Team with Design-Builder Bonnie Paige in collaboration with Bruce Beinfield Architecture. This visionary to be built residence with the abilty to customize embodies the grandeur of a stately Connecticut home with pool and pool house while offering a seamless blend of modern sophistication and timeless elegance. This house will present a dignified presence along Sasco Hill Road that evolves into a light-filled retreat as you step inside. The thoughtful design showcases expansive walls of glass, creating a harmonious interplay between the interior and exterior living spaces. For those seeking customization, the property is also available as land on MLS # 24002788. An opportunity to reside in Connecticut's most anticipated new waterfront community at the top of Sasco Hill and the ability to create a future long term investment and your own haven in an unparalleled setting.

1139 Sasco Hill Road, Fairfield

$8,900,000

6 Beds

5 Baths

24035913 MLS

Dreams do come true! You don't have to be a sailor to fall in love with this exceptional waterfront paradise on magnificent Pratt Island. This is a once in a lifetime chance to establish your own nature-filled family compound. Reclaim this existing 6 bedroom, 4300 sq. house or build the house of your dreams to create your own utopia limited only by your imagination. Nestled on over 2 acres, this private oasis boasts one of the largest private beaches in Darien offering unparalleled opportunities for water sports, wildlife observation, and large gatherings. The large multi-slip protected deep-water dock (with utilities) provides easy access for boating enthusiasts, while the breathtaking, surrounding water views create a picturesque backdrop for everyday life. The property is ideally situated to enjoy summer southwesterly breezes and is protected from the northeasterly winter blows. Be lulled to sleep by the waves right outside your windows and watch thunderstorms roll down Long Island Sound. This high-end Darien property exemplifies luxury coastal living at its finest, presenting a rare opportunity to embrace a lifestyle of continuously changing beauty. The property has plenty of space for a future accessory dwelling such as a barn, boathouse, garage or guest cottage. Come see your exquisite future!

1 Pratt Island, Darien

$8,750,000

5 Beds

7 Baths

24041075 MLS

"Four Winds". Stunning re-imagination of a 1930's gem to a newly built, expanded Modern Luxury Farmhouse crafted to the highest standards w/cedar & metal roofs, antique hemlock wide-board floors, Cathedral ceilings, exposed beams, 4 fireplaces, walls of windows & French doors creating bright & airy rooms. Long Driveway. 24 +/- completely private acres of level lawns, stone walls, apple orchards, mature trees & a pond w/sensational panoramic western & southern views over Steep Rock Land Preserve. Main House w/5 bedrooms, 5 full & 2 half baths designed to maximize views, includes a show-stopping Great Room/Eat-in Kitchen w/21-foot ceilings, fieldstone fireplace, custom millwork, Waterworks tile, Carrera marble island, Wolf & Sub-zero appliances & butler's pantry. Formal dining & living room w/fireplaces lead to a patio overlooking a vast level lawn & stunning view. A "secret door" leads to an exquisite 1st floor primary suite featuring a soapstone fireplace, 2 dressing rooms, Waterworks bathroom, private patio & adjacent den. Up a striking modern staircase, 3 spacious, en suite bedrooms. Lower-level w/private guest suite, game room, polished concrete floors & French doors to the lawn. Dramatic Modern 1 bed/2 bath Guest/Pool House w/huge views. Wellness Center includes Sauna, Gym & Spa. Zero-edge salt-water pool. Post-tension concrete tennis court. 3-car garage. Lutron lighting systems, custom sound systems, full property generator, new 5-zone HVAC. A Truly Exceptional Offering.

33 Fenn Hill Road, Washington

$8,500,000

11 Beds

15 Baths

24036886 MLS

Endearingly referred to as "The Castle" this impressive 22,794 square foot mansion was constructed primarily with stone quarried from the 14.44 acre location on which it was built. The elegant and classical architectural elements, as well as the bespoke designs within the home, will captivate your senses. Upon entering the estate you are immediately greeted by formidable stone walls, a football field sized front yard, and the stately residence. The estate is quintessentially suited to serve as a multi-generational family compound or as a luxurious wedding venue, designed to be comfortable for everyday life, yet perfect for entertaining on a large scale. Imposing oak doors, worthy of OZ, beckon you into the homes' foyer and grand staircase. Wide board hardwood floors immediately introduce you to the kitchen, a Michelin Star Chef's dream adorned with two granite islands, multiple hammered copper sinks, and appliances fit, well, for a Michelin Star host. Anchored by the 5 burner La Cornue oven range, appliances include an oversized Sub-Zero, multiple dishwashers, wine chiller, double Thermador warming drawers to name a few. The first floor also embraces two elegant dining rooms, one adjacent to the homes 85 foot long IPE deck, a great room off of the kitchen, family room and music room adorned with the famous "wall of doors".

131 Burr Hill Road, Killingworth

$8,500,000

6 Beds

11 Baths

170494928 MLS

Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and immaculate landscaping. Numerous patios and outdoor spaces for year-round enjoyment. Dive into the oversized infinity pool with spa and pool pavilion with entertaining kitchen, full bath and living room. Don’t forget your racket, with a private tennis court with California Corners for all levels of play. Private luxury apartment over the heated 3-car garage. This is also a great option for an office or studio. Enjoy all the best of parks, recreation, shopping and dining nearby, also accessible to NYC via Metro North and 56 miles to midtown.

229 Umpawaug Road, Redding

$8,450,000

4 Beds

3 Baths

24045914 MLS

When Location, Luxury and a Priceless Lifestyle matter..... Introducing 51 Compo Beach Road, a spectacular new construction with breathtaking water views in the heart of Westport's exclusive Compo Beach! This incredible home, designed by renowned award-winning architect Peter Cadoux, is more than just a place to live; it is a spectacular sanctuary designed to enhance every aspect of coastal living. The combination of architectural prowess and prime location overlooking the Long Island Sound creates a residence that is extraordinary, prestigious and serene. The commitment to luxury is apparent in every detail: unparalleled architectural design, meticulous construction, and carefully crafted materials chosen to withstand the coastal environment. Modern sun-drenched interior seamlessly blends multi-level living showcasing floor-to-ceiling windows framing the magnificent waterside views. Features 4 Bedrooms and 3 full Baths providing both comfort and privacy for all. Exceptional outdoor living space features private backyard with pool and a 'must see in person' expansive Rooftop Deck with awe-inspiring panoramic water views! Additional features include elevator, 2-car garage, ample parking, generator and cutting-edge smart home technology designed for convenience, security and energy efficiency. This impressive residence is more than just a home; it is a priceless lifestyle that embodies elegance, convenience, and the essence of carefree coastal living.

51 Compo Beach Road, Westport

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2024 SmartMLS, Inc.