500+ Connecticut Properties

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Contract Signed
Property for Sale at 2 Owenoke Park, Westport, Connecticut - Bedrooms: 5 
Bathrooms: 6 
Rooms: 9  - $8,795,000

2 Owenoke Park
$8,795,000

Westport, CT
House
Rooms: 9
Bedrooms: 5
Bathrooms: 6
Web ID: 170543208

Compo Beach Bluewater New Construction with amazing water views from every room! Contemporary styled design with open floor plan, 5 ensuite bedrooms, wonderful light, 2 car garage, elevator and 3rd level office w/deck overlooking the marina and Long Island Sound. Embrace the outdoors in the private pool and covered loggia area, launch a kayak or paddle board from your own Gray's Creek dock or take a short stroll to Compo Beach from this 4820+sqft Owenoke Park masterpiece. Please Note Assessment and RE taxes TBD upon completion and certificate of occupancy.

(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

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

191 Roxbury Road
$8,500,000

Washington, CT
House
Rooms: 14
Bedrooms: 6
Bathrooms: 8.5
Web ID: 24002588

Hedgelawn Farm - Incomparable country compound on 28 acres overlooking hundreds of acres of Steep Rock Land Trust. Three distinct residences: The Barn House, set on one of Washington’s highest elevations with forever views, is a 4,500SF luxury penthouse carefully plucked from the top of Manhattan’s newest highrise and placed on one of Litchfield County’s most bucolic hilltops. 3BR/4.5BA with walls of glass, grand open living on the main floor, sumptuous baths, a wellness level and a staircase designed by an internationally renowned architect. The 2,800SF Guest House has 2BR/2.5BA in the original farmhouse - transformed into a California modern experience within a historic structure. The Cottage is a 1BR studio with kitchen, bath and perfect for au pair or an artist in residence. Unlike any other estate offered at this price point, everything is brand new - all new mechanicals, all new kitchens and baths - all three residences...

(203) 253-1800

26 Andrews Farm Road
$8,495,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 9.5
Web ID: 119128

ANDREWS FARM: This distinguished country estate overlooks 4 park-like, level acres with a stunning pool and parterre gardens in an exclusive and gated private association. On the market for the first time in 26 years, this 6-bedroom, 8 full and 2 half bathroom, brick Georgian manor with 3 fireplaces features a spacious first-floor primary suite with dual bathrooms and dual dressing rooms. Elegant formal rooms open to a west-facing brick terrace with outdoor dining area. Expansive finished lower level with gym, play space, staff bedroom and bathroom, suite, climate-controlled wine cellar and model train room. Second floor features 4 ensuite bedrooms. Classic architecture and a comfortable floor plan offer a splendid backdrop for interior customization. Generator and 3-car garage

(203) 253-1800

195 Shore Road
$8,495,000

Old Greenwich, CT
House
Bedrooms: 4
Bathrooms: 6.5
Web ID: 120264

Unique waterfront haven on 0.5 acre in Old Grw, mins to Tods Point Beach. Experience ultimate coastal living with a private dock, heated pool, gazebo with fireplace and a large deck for lounging and dining while enjoying spectacular sunsets. The approx. 5,900 sqft home is elevated above the flood zone and beautifully renovated. Gourmet Eat-in Kitchen opens to the Diningrm with a folding glass wall creating a seamless connection to the outdoors. Primary suite with water views, a balcony and dressing. The Bunkrm provides 6 beds and a full bath, open to the Familyrm. Addtl ensuite Bedrms, Office/Gym, Mudrm and 3 car Garage complete this home. The expanded parking court accommodates all your guests as they come to enjoy a lifestyle of fun by the water, where every day feels like a vacation!

(203) 253-1800

14 Dawn Harbor Lane
$8,495,000

Riverside, CT
House
Bedrooms: 5
Bathrooms: 7
Web ID: 120249

Stunning five-bedroom coastal Colonial in sought-after Riverside location with resort style amenities including pool, spa, outdoor kitchen, veranda, outdoor fireplaces and deeded water rights, offering the perfect spot for relaxation with kayak/paddleboard launch. Stylish interior highlights quartz-clad eat-in kitchen, high ceilings, chic casual and formal rooms, office/library with fireplace, luxurious primary suite, spacious bedrooms, and lower level rec room with wet bar, 2 full baths, gym, wine cellar, sauna and bedroom suite. Attached three-car garage with EV charger. The level, lushly landscaped .89 acre property features a private, fenced-in backyard with pollinator and herb gardens. Wonderful opportunity to live in this coveted association - just in time for summer

(203) 253-1800

131 Pecksland Road
$8,495,000

Greenwich, CT
House
Bedrooms: 5
Bathrooms: 7.5
Web ID: 119354

Presenting a rare opportunity, this exceptional residence, one of the most esteemed in all of Greenwich. Infused with a rich and unique history, this mid-country estate stands as a testament to the visionary design of the Twachtman brothers, renowned 19th-century architects. This splendid brick English country home harmoniously marries timeless elegance with an irresistibly welcoming ambiance. Outdoor indulgences abound, featuring a pristine pool, a charming pool house, a clay tennis court and an allee of chestnut trees gracing the path through the 3.8 acres of exquisitely landscaped privacy. It's worth noting that this exceptional property played a starring role in the 2014 Michael Douglas film, ''And So It Goes'' starring Diane Keaton. As you go through the gracious front-to-back entry foyer, you'll be immersed in the classic charm of the living room, dining room, and a wood-paneled library. In 2000, an inspired addition and renovation introduced a gracious scullery kitchen,...

(203) 253-1800
Contract Signed
Property for Sale at 161 Falcon Road, Guilford, Connecticut - Bedrooms: 5 
Bathrooms: 6.5 
Rooms: 13  - $8,350,000 Previous PhotoNext Photo

161 Falcon Road
$8,350,000

Guilford, CT
House
Rooms: 13
Bedrooms: 5
Bathrooms: 6.5
Web ID: 170602420

Once upon a time, this property was the location of the Sachem's Head Hotel, however, it has now been transformed into an iconic American sea view estate. This 2-acre promontory w/sweeping water views, offers; a 7,671 square foot transitional colonial home, a re-constructed party barn/pool house/office, a meticulously manicured Gunite pool area, a natural stone entertaining patio & a 3-car garage w/one European-style open bay. The home exudes understated elegance w/9.5' ceilings, 8 wide plank wood floors, exquisite moldings & recessed art lighting. A sunny home office is followed by a decadent aubergine den w/clever pocket privacy doors. The grand salon & formal dining room have 180-degree water views & 4 sets of French doors. The eat-in kitchen has sensational views through 2 floor-to-ceiling walls of glass! Cooking in this professionally equipped kitchen is a pleasure while watching the boats go by. The butler's pantry services both the dining room...

(203) 253-1800

29 Field Point Drive
$8,250,000

Greenwich, CT
House
Bedrooms: 4
Bathrooms: 6.5
Web ID: 119869

Coveted near-town Belle Haven Peninsula. 1920's cottage compound in extraordinary condition with fresh approach to modern living. 6,000+/- sf 4 bdrm/5.2 bth main hse. 1 bdrm/1 bth pool hse with gym/hm office or 3rd garage. Extensively remodeled in 2023 w/new FR & DR additions, light filled gourmet Kitchen, stair hall, roof, HVAC, add'tl bath, powder rm, mud rm, wet bar, flooring, landscape & engineering are among the many improvements. Sited on over an acre w/ long driveway to Belgian brick lined courtyard. Large pool, & priv terrace w/hot tub off spacious primary suite make for a magical setting accented by stone walls, broad lawn, perennial garden & palisade of mature trees providing great privacy & security. Unique in its appeal to an array of todays evolving lifestyles.

(203) 253-1800

33 Nodine Pasture Road
$8,000,000

Kent, CT
House
Rooms: 20
Bedrooms: 6
Bathrooms: 6.5
Web ID: 170601952

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 master 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

140 Wallacks Drive
$7,995,000

Stamford, CT
House
Bedrooms: 12
Bathrooms: 11.5
Web ID: 119533

Private 3.5-acre ''Caritas Island'' on Long Island Sound with 300-degree cinematic waterfront views. Accessed by a gated causeway, the expansive compound includes: a c1909 stone main house with 12 bedrooms and 10 baths, stunning waterside terraces and a lap pool; a c1870 3-bedroom stone guest cottage and a 6-car detached garage with 2 staff apartments above. Protected by a stone breakwater, the extraordinary 200-foot pier with 13-foot draft can accommodate a 75 to 150-foot boat. Property deed shows total of 4+ acres and also includes a greenhouse, pond, sandy beach and natural swimming cove. Unique opportunity to renovate or build new exquisite compound. Can be subdivided into 2 lots; also zoned RA1 for nonprofit use.

(203) 253-1800

140 Wallacks Drive
$7,995,000

Stamford, CT
House
Rooms: 21
Bedrooms: 12
Bathrooms: 11.5
Web ID: 170612736

Private 3.5-acre ''Caritas Island'' on Long Island Sound with 300-degree cinematic waterfront views. Accessed by a gated causeway, the expansive compound includes: a c1909 stone main house with 12 bedrooms and 10 baths, stunning waterside terraces and a lap pool; a c1870 3-bedroom stone guest cottage and a 6-car detached garage with 2 staff apartments above. Protected by a stone breakwater, the extraordinary 200-foot pier with 13-foot draft can accommodate a 75 to 150-foot boat. Property deed shows total of 4+ acres and also includes a greenhouse, pond, sandy beach and natural swimming cove. Unique opportunity to renovate or build new exquisite compound. Can be subdivided into 2 lots; also zoned RA1 for nonprofit use.

(203) 253-1800

91 Sergio Franchi Drive
$7,990,000

Stonington, CT
House
Rooms: 10
Bedrooms: 7
Bathrooms: 6
Web ID: 170573443

Welcome to 91 Sergio Franchi Dr, a stunning compound located off a quiet country road. Enter the glorious 200-acre Stonington, Connecticut estate 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...

(203) 253-1800
Contract Signed
Property for Sale at 8 Homewood Lane, Darien, Connecticut - Bedrooms: 5 
Bathrooms: 8 
Rooms: 14  - $7,950,000 Previous PhotoNext Photo

8 Homewood Lane
$7,950,000

Darien, CT
House
Rooms: 14
Bedrooms: 5
Bathrooms: 8
Web ID: 170611112

Discover the epitome of luxury living in this exceptional new custom built home, nestled within the prestigious Tokeneke Association. This exquisite residence seamlessly blends timeless charm with modern design, offering a truly remarkable living experience. Every detail has been carefully curated to create a home that stands as a testament to elegance and sophistication with meticulous attention to detail. The grand two-story entrance sets the tone, leading to a light-filled interior with thoughtfully crafted living spaces, where every room tells a story of bespoke design. Equipped with top-of-the-line appliances, the kitchen effortlessly combines both form and function. Custom cabinetry maximizes storage space, with a center island that provides not only a practical workspace but also a gathering spot for family and friends. The focal point is a stunning book-matched marble backsplash that elevates the space but also serves as a testament to the attention to detail found throughout the home....

(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
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