500+ Connecticut Properties

Grid View Summary View

12 Woodside Road
$9,495,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 7.5
Web ID: 121297

This classic 1930s brick Georgian masterpiece, situated on a prime lot in the highly desirable Deer Park Association, offers a rare combination of quality, charm, and grandeur. This elegant 6-bedroom, 6-bath residence is a timeless showcase of sophistication and warmth. A grand front-to-back foyer leads to perfectly balanced rooms rich in period details. The sun-drenched kitchen and family room feature three exposures and a striking cathedral ceiling. The primary suite includes a sitting room, dressing hall, and dual baths. The stunning grounds boast expansive, lush lawns with a western exposure, complemented by stone walls, majestic trees, unique plantings, and flowing gardens. The property also includes a 3-bedroom guest house and a pool, providing an ideal retreat.

(203) 253-1800

387385 Lake Road
$9,200,000

Warren, CT
House
Rooms: 13
Bedrooms: 8
Bathrooms: 7
Web ID: 24000964

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...

(203) 253-1800
Contract Signed
Property for Sale at 8 Dempsey Lane, Greenwich, Connecticut - Bedrooms: 6 
Bathrooms: 9  - $8,995,000 Previous PhotoNext Photo

8 Dempsey Lane
$8,995,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 9
Web ID: 121314

Indulge in the epitome of luxurious living with this show stopping South facing 10,749 ft colonial style home located in the heart of mid country Greenwich. With soaring ceilings and exquisite design details throughout, this 6 bedroom, 7 full and 1 half bath home is nestled on 2.1 meticulously landscaped level acres with sweeping velvety lawns and an oversized pool. Experience the perfect balance of sophistication and comfort with a lavish primary bedroom suite, 5 oversized family bedroom suites and a sensational open concept lower level game room/exercise room. Every inch of this home exudes elegance and grandeur, offering impeccable room scale and flow for effortless entertaining and everyday living. Don't miss your chance to own this extraordinary piece of paradise!

(203) 253-1800

313 Stanwich Road
$8,995,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 8.5
Web ID: 121459

Masterful interior designer and owner Jeffrey Alan Marks realigned this 1920s Georgian country house with a vibrant and sophisticated contemporary style. Spectacular custom kitchen and pantry by Plain English opens from butler's pantry to a dining room clad in stunning De Gournay wallpaper. First floor with living room, breakfast room, family room and 2 offices- all with fireplaces. Second floor with playroom, loft, 2nd family room, 3 en-suite bedrooms and glamorous primary suite. Primary suite features fireplace, sitting room, marble bathroom, exercise room and custom Plain English wardrobe room. Lower-level nanny suite and wine cellar. Delightful sunroom and screened-in porch open to terrace and peaceful backyard with spa. Opportunity to buy home fully furnished.

(203) 253-1800

4 Cherry Blossom Lane
$8,950,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 8.5
Web ID: 120259

Majestic Richard Granoff-designed stone and clapboard Georgian home, nestled within 2+ landscaped acres on a private gated lane. This stone and clapboard masterpiece features beautifully scaled rooms across three light-filled floors, each boasting high ceilings, extensive custom millwork, and connections to the lush outdoors through multiple verandas and balconies. The dramatic entry foyer leads to a variety of exquisite spaces, including a grand Christopher Peacock kitchen with Calcutta marble double islands and casual dining area, alongside formal rooms perfect for entertaining. A luxurious 1400 square-foot primary suite, complete with balconies, ample closets, and a bonus sitting room/office. Five additional en suite bedrooms on this floor, alongside a children's recreational/ homework area. A lower garden level designed for leisure, with a gym, pool and spa-accessible covered cabana, lounge, wine room with a 3000 bottle cellar, home theater, and guest bedroom. A vast third-floor playroom and extensive...

Rob Johnson
(203-869-8100

1139 Sasco Hill Road
$8,950,000

Fairfield, CT
House
Rooms: 14
Bedrooms: 6
Bathrooms: 7.5
Web ID: 24007839

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...

(203) 253-1800

1 Pratt Island
$8,900,000

Darien, CT
House
Rooms: 11
Bedrooms: 6
Bathrooms: 5
Web ID: 24035913

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...

(203) 253-1800

230 Taconic Road
$8,850,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 9
Web ID: 120200

A timeless Connecticut Compound in mid-country Greenwich custom designed and built by a coveted team. Resting on 4.7 private level acres with a two bedroom guest house and barn/accessory garage. The sun-filled stylish interior features 10+foot ceilings, grand front-to-back entrance hall, refined living and dining rooms; large handsome library and five inviting fireplaces all with bespoke finishes. The gourmet kitchen and breakfast room seamlessly connect to three exposure family room perfect for gatherings. Five en suite bedrooms including primary suite with spacious terrace, sitting room and double walk-in closets and luxurious baths. Third floor space is open and bright for versatile use. The exceptional lower level has multiple recreation rooms, a wine cellar, potential media room, and space for arts & crafts. Outdoor spaces offer all the amenities to enjoy the seasons; pool, spa, fire pit, expansive lawns and combination of open & covered spaces for...

(203) 253-1800
Contract Signed
Property for Sale at 53 Foxboro Road, Essex, Connecticut - Bedrooms: 4 
Bathrooms: 6 
Rooms: 9  - $8,750,000 Previous PhotoNext Photo

53 Foxboro Road
$8,750,000

Essex, CT
House
Rooms: 9
Bedrooms: 4
Bathrooms: 6
Web ID: 24036165

This very private, magnificent estate has spectacular vistas of North Cove and the Connecticut River down to Essex Harbor, which are protected by a forever land trust and enjoyed from every room. Sited on 2.8 acres of manicured grounds with a large gated carpark, this triple mint condition, custom Cape has shingle siding and a wood shingled roof. The first floor flows seamlessly with 10' ceilings, beautiful hardwood floors, and generously proportioned rooms. The marble floored foyer opens to the living room, where visitors get their first sight of the breathtaking views and are perhaps offered a drink from the concealed bar. A formal dining room and a mahogany paneled den are on either side of the living room, all three with access to a bluestone terrace that spans the length of the house. A coffered-ceilinged kitchen and family room have counter seating, a separate dining area, and ample room...

(203) 253-1800

33 Fenn Hill Road
$8,750,000

Washington, CT
House
Rooms: 15
Bedrooms: 5
Bathrooms: 6.5
Web ID: 24041075

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, 4 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 the vast level lawn & stunning view. A secret door leads to the exquisite 1st floor primary suite featuring a soapstone fireplace, 2 dressing rooms,...

(203) 253-1800

229 Umpawaug Road
$8,500,000

Redding, CT
House
Bedrooms: 6
Bathrooms: 10.5
Web ID: 115938

229 Umpawaug Rd, a masterpiece of exceptional quality nestled on the premier scenic road in Redding. This sun-drenched center hall colonial boasts 6 bds, 11 bth, and 6 fireplaces, offering a luxurious retreat with a seamless flow between formal and informal spaces. Situated on 6.5 acres of pristine landscape adorned with hand-stacked walls and privacy gates, this estate provides unparalleled tranquility and privacy. Enjoy multiple patios and outdoor spaces for year-round enjoyment, including an oversized infinity pool with spa and a pool pavilion featuring a full kitchen, bath, and living room. Tennis enthusiasts will appreciate the private onsite court with California Corners, catering to players of all levels. Above the heated 3-car garage, a private luxury apartment awaits, perfect for use as an office or studio space. Experience the best of parks, recreation, shopping, and dining nearby, with easy access to NYC via Metro North, just 56 miles to midtown.

(203) 253-1800

229 Umpawaug Road
$8,500,000

Redding, CT
House
Rooms: 17
Bedrooms: 6
Bathrooms: 10.5
Web ID: 170494928

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.

(203) 253-1800

131 Burr Hill Road
$8,500,000

Killingworth, CT
House
Rooms: 31
Bedrooms: 11
Bathrooms: 13.5
Web ID: 24036886

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....

(203) 253-1800

51 Compo Beach Road
$8,450,000

Westport, CT
House
Rooms: 7
Bedrooms: 4
Bathrooms: 3
Web ID: 24045914

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'...

(203) 253-1800

33 Nodine Pasture Road
$8,000,000

Kent, CT
House
Rooms: 20
Bedrooms: 6
Bathrooms: 6.5
Web ID: 24045673

West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open meadow, and serene pond. Spacious rooms perfect for entertaining include a great room with a soaring peaked ceiling and a 20' stone fireplace, sun-filled formal dining room with three exposures, huge Chef's kitchen with a massive stone fireplace and adjoining catering kitchen. Beautiful reclaimed chestnut floors, exquisite detailing and banks of windows and French doors. The paneled library, office and primary bedroom suite are located on the first floor in a private wing of the house. Billiard room, complete with mini-kitchen, full bath and adjoining guest...

Jill Sloane
(203-655-1418

23 Mauwee Brook Way
$8,000,000

Kent, CT
House
Rooms: 10
Bedrooms: 4
Bathrooms: 6
Web ID: 24039087

The Falls. Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to Kent Center with Swyft, Wilson's and great shopping, this exceptional offering provides tranquil escape while remaining close to vibrant shops and renowned award winning restaurants and just 90 minutes from NYC. Step inside and discover a light filled haven with soaring ceilings and curved walls and a stunning view of the waterfall from the Living room, which opens on to a picturesque stone terrace overlooking the babbling brook. A Michael Arad-designed addition of a full bedroom suite complete with office and captivating vistas. A tennis court, gorgeously designed pool and spa, acres of meadows...

(203) 253-1800
‹  Prev      Page:   1 2 3 4 5 6 7 8 9 10 ... 32      Next  ›