500+ Connecticut Properties

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119 Proprietors Crossing
$9,188,000

New Canaan, CT
House
Bedrooms: 6
Bathrooms: 8.5
Web ID: 121584

Welcome to 119 Proprietors Crossing, a stunning estate by award-winning architect James E Gearity. Situated on 4 acres, this six-bedroom residence exudes luxury. 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 top notch appliances. The expansive great room, with a 35.5-foot vaulted ceiling and custom hand carved buttresses adds to the grandeur. Upstairs, the primary suite features a Juliet balcony, vaulted ceilings, a gorgeous new bathroom and an 800 sq ft dressing suite. Amenities include a media room, wine grotto, and soon, a pool.

(203) 253-1800

119 Proprietors Crossing
$9,188,000

New Canaan, CT
House
Rooms: 22
Bedrooms: 6
Bathrooms: 8.5
Web ID: 24052603

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...

(203) 253-1800

26 Andrews Farm Road
$8,950,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 9.5
Web ID: 121631

Classic brick Georgian updated for today's lifestyle. Just renovated, the residence features high ceilings, oversized windows, hardwood flooring, tasteful stone and tile throughout three levels, a splendid backdrop for both formal and casual entertaining. One of a kind first-floor primary suite with two stunning bathrooms and two dressing rooms. Elegant formal rooms open to a west-facing brick terrace with outdoor dining area. Second floor features 4 generous ensuite bedrooms. Lower level with gym, play space, staff bedroom and bathroom, climate-controlled wine cellar and model train room. This distinguished estate overlooks 4 park-like, level acres with a stunning pool and parterre gardens in the exclusive and gated Andrews Farm private association for maximum privacy and security.

(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

351 North Street
$8,750,000

Greenwich, CT
House
Bedrooms: 4
Bathrooms: 8
Web ID: 121050

Via a $2M PRICE REDUCTION, this newly constructed, striking cosmopolitan home in Greenwich is now priced to sell. Designed with an elevated level of sophistication, every detail exudes luxurious charm and high-style craftsmanship. Spanning four levels, this home seamlessly blends indoor and outdoor living reminiscent of the Hamptons; perfect for hosting gatherings on a grand scale. The soaring ceiling heights and walls of glass provide an awe-inspiring combination of space & light. The luxurious outdoor entertaining spaces, including an adjacent outdoor cabana plus a grand covered & heated rear terrace, are extraordinary. Set on a level property - with an approved pool site, the atmosphere is splendid, airy, and inviting; ideal for those seeking architecturally distinctive luxury. The double-height white oak family room and Calacatta viola marble in the chef's kitchen inspire awe. The dining room accommodates 16 guests and offers a dramatic, sunroom ambiance. The outdoor...

(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, 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,...

(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

4 Cherry Blossom Lane
$8,350,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 8.5
Web ID: 121559

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 storage solutions. The property also...

Rob Johnson
(203-869-8100

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

7 Close Road
$7,995,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 8.5
Web ID: 121409

Impressive & spectacular estate in ROUND HILL area. Grandeur plus timeless elegance. Gates open to a lifestyle of memories, enjoyment, & pleasure. Premier location with rich history. Dignity & charm. Architectural award in 2000. Alex Esposito, Southport. Custom built. Majestic with high ceilings & spacious public rooms. Tischler windows/doors, beautiful custom millwork. 2 bedrooms en suite on 1st fl. Quality construction. Sparkling pool with spa/cabana & Har-Tru tennis ct. that can be converted to Pickleball. Fabulous LL 4,607+/- not inc. Can buy extra land. SECOND FL has 3 bedrooms.

(203) 253-1800

2 Vista Drive
$7,995,000

Greenwich, CT
Vacant Land
Web ID: 121122

Excellent opportunity to build your waterfront dream home in the prestigious Indian Harbor Association. An oversized 1.9 acre lot in a half acre zone (R-20) with over 290 feet of the Long Island Sound frontage and dock. 24/7 guard gated community conveniently located near Greenwich Ave and the train station. Cleared and vacant lot with very generous FAR in this A+ Greenwich location.

Rob Johnson
(203-869-8100

91 Sergio Franchi Drive
$7,990,000

Stonington, CT
House
Rooms: 10
Bedrooms: 6
Bathrooms: 6
Web ID: 170573443

Experience timeless elegance at the Sergio Franchi Estate in Stonington. Enter the 200-acre compound of world-renowned tenor, Sergio Franchi, and immediately feel its warmth, charm, and elegance. As you walk through the property, graced with mature trees, 4 guest cottages, a silo, and a studio, you can almost hear the sounds of music rising over the rolling fields and open pastures surrounded by hand-stacked stone walls. The beautifully maintained custom-built home is one of 5 on the property. The main house is a 6,300 square-foot, slate-roofed Colonial with seven bedrooms and stunning spaces including a formal dining room with stained glass windows and hand painted wallpaper by Zuber. The expansive country kitchen has a walk-in China closet perfect for all those pieces ready for special occasions. The main parlor and bar is a cozy space perfect for sitting by the fire or entertaining. A large sunroom with an interior pool...

(203) 253-1800

969 North Street
$7,900,000

Greenwich, CT
House
Bedrooms: 9
Bathrooms: 11
Web ID: 119588

Absolutely stunning Georgian brick manor nestled on 4.3 acres of picturesque, level lawns. Meticulously crafted to the highest standards by the renowned architect Hilton Vanderhorn, this custom-built residence boasts unparalleled attention to detail. From the soaring ceilings to the custom millwork and three levels adorned with exquisite walnut floors, every inch of this home showcases the epitome of luxury. The main floor features expansive, light-filled living spaces, including a fabulous room-scale, a walnut-paneled library, a gourmet kitchen, and an adjoining family room—ideal for both contemporary family living and grand entertaining. The primary suite, a true sanctuary, offers dual baths and closets, a sitting area, and a balcony with serene views of the backyard Additional luxurious amenities include paneled billiard and home theater rooms, a fitness/exercise room, a sauna, and an extensive wine cellar. The outdoor oasis is complete with a heated pool, and the property is secured by a four-car garage...

(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
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