500+ Connecticut Properties

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545 Indian Field Road
$49,500,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 7.5
Web ID: 119997

Welcome to 545 Indian Field Road in Greenwich CT. This stunning Georgian Colonial on 1.6 waterfront acres commands awe-inspiring vistas of the Long Island Sound in the guard-gated enclave of Mead Point Association. Timeless architecture and meticulously selected finishes, inspired by both the past and present, were impeccably crafted in 2014. The first floor reflects a sophisticated design that encompasses the beauty of the natural and built environments throughout the formal and informal spaces. The luxurious primary suite includes a seating area, a spa-like bath with sauna, dual dressing rooms and an oversized balcony. Outside, luxury and wellness meet at multiple seaside seating areas, the pool, dock, beach, cove for swimming, kayaking or fishing, and just listening to the waves.

(203) 253-1800

Rogers Island
$35,000,000

Branford, CT
House
Bedrooms: 10
Bathrooms: 7.5
Web ID: 120689

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. Indulge in artistic endeavors in the dedicated studio, unwind poolside, or engage in spirited matches at the tennis court. Immerse yourself in the lush beauty of formal gardens, meandering trails, & a koi pond. With three private beaches, two docks, a putting green, staff quarters, & a greenhouse, every aspect of refined living is meticulously curated. Rogers Island beckons as the ultimate symbol of achievement, awaiting its discerning new owner.

(203) 253-1800

Rogers Island
$35,000,000

Branford, CT
House
Rooms: 15
Bedrooms: 10
Bathrooms: 7.5
Web ID: 24018448

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 picturesque wraparound porch. Indulge in artistic endeavors in the dedicated studio, unwind poolside in the elegant pool house, or engage in spirited matches at the tennis court. Immerse yourself in the lush beauty of formal gardens, meandering trails, and a serene koi pond. With three private beaches, two docks, a putting green, staff quarters, and a greenhouse, every aspect of refined living is meticulously curated. Rogers Island beckons as the ultimate symbol of achievement, awaiting its discerning new owner.

(203) 253-1800

384858 Quaker Lane
$35,000,000

Greenwich, CT
House
Bedrooms: 5
Bathrooms: 6.5
Web ID: 118710

Unparalleled equestrian compound sprawled over 16 acres of exceptional land w/pastures, paddocks, orchards, vegetable gardens, stables & aviary. A scenic drive through iron gates leads to three residential structures with total of 11 bedrooms/13 baths. The main residence, a stunning 5-bedroom, 7 bath shingle style house that has to be seen. French Country kitchen w/intricately designed wood-inlay floors is just the appetizer to this masterfully designed home. 1-bedroom guest cottage/pool house serves the infinity-edge pool. Designed to be comfortable for living, yet perfect for entertaining on a grand scale. Secondary 7000 sq.ft. 5 bed/6 bath guest house is unique w/another exquisite kitchen. 12-horse Mediterranean style stable, laser leveled ring with TravelRight footing and much more.

(203) 253-1800

215 Uncas Point Road
$35,000,000

Guilford, CT
House
Rooms: 16
Bedrooms: 6
Bathrooms: 5
Web ID: 24034137

Waterfront.. 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/ 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. Detached 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,...

(203) 253-1800

7 John Street
$34,500,000

Greenwich, CT
House
Bedrooms: 10
Bathrooms: 14.5
Web ID: 120468

'Robin Hill Farm' and 'Smokey Hill Farm' are situated at one of the highest points in Greenwich in bucolic backcountry. This magnificent estate encompasses the main house, represented in this listing data sheet, two cottages, stables and gorgeous paddocks, Indoor and outdoor pools, tennis house, tennis court, and two ethereal fountains. Originally designed in 1937 by Augusta L.Noel (designer of the Whitney Museum) and completely restored with additions constructed over the years to create a majestic family compound. The grounds which take your breath away, were designed by landscape architect, Jacqueline Osty, known for beautifying many of the great parks and boulevards in Paris.

(203) 253-1800

30 Field Point Drive
$30,000,000

Greenwich, CT
House
Bedrooms: 11
Bathrooms: 9.5
Web ID: 120358

Remarkable Belle Haven Classic Georgian Colonial with only 2 previous owners. The estate sits on almost 6.4 acres. Circular driveway is flanked by a guest house and care-takers cottage. A brick walled inner courtyard leads to the front door. The grand center hall with fireplace and wood paneling opens to a columned terrace overlooking the beautiful property. Original home was built in 1900 and was enlarged over the years with the largest addition in 1991, nearly doubling the home. The magnificent library entrance is through a doorway from the Grosvenor House, London. Formal dining room with marble fp. Living rm has raised wainscoting, marble fp and beautiful murals. 2nd fl has grand primary suite as well as 6 bedrooms. This is a unique property with unparalleled privacy and beauty.

Joann P. Erb
(203-869-8100

580 Brickyard Road
$29,000,000

Woodstock, CT
House
Rooms: 20
Bedrooms: 9
Bathrooms: 9
Web ID: 170597460

Stunning one of a kind property built to amaze and capture the imagination of the individual who relishes outstanding craftsmanship and superior design. This majestic Castle features a moat, towers rising 126 feet into the sky, 18,777 square feet of delight with nine bedrooms, 7 full baths, 3 half baths, 12 fireplaces, breathtaking entry hall and public spaces that are indeed fit for a King. Bespoke massive kitchen to delight the Queen with the latest kitchen appliances and large stone fireplace overlooking Potter Pond. The wood inlaid floors, doors and woodwork are built with over 25 species of hardwoods imported from around the world. Period architectural doors and stain glass are found throughout the Castle. The walkout lower level consists of approximately an additional 4.500 sq ft of finished space including a common area with fireplace and circular bar. There is a raised stage and auditorium. In-law/maids apartment. Radiant heat...

(203) 253-1800

97 Pecksland Road
$28,500,000

Greenwich, CT
House
Bedrooms: 10
Bathrooms: 14.5
Web ID: 119962

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...

Rob Johnson
(203-869-8100

57 John Street
$28,500,000

Greenwich, CT
House
Bedrooms: 4
Bathrooms: 14.5
Web ID: 120564

''Robin Hill Farm'' is situated on one of the highest points in Greenwich in bucolic backcountry.This magnificent estate encompasses the main house, represented in this listing data sheet, two cottage, stables and gorgeous paddocks, indoor and outdoor pools, tennis house, tennis court and two ethereal fountains. Originally designed in 1937 by Augusta L. Noel (designer of the Whitney Museum) and completely restored with additions constructed over the years to create a majestic family compound. They grounds, which take your breath away, were designed by landscape architect, Jacqueline Osty, known for beautifying many of the great parks and boulevards in Paris.

(203) 253-1800

120122 Beachside Avenue
$27,500,000

Westport, CT
House
Rooms: 14
Bedrooms: 5
Bathrooms: 6
Web ID: 24029590

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,...

(203) 253-1800

36380 Game Cock Road
$25,000,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 5.5
Web ID: 120739

36, 38 and 0 Game Cock Road make up this 1.1+ acre island property that has been enjoyed as a multi generational family compound. One of only a few Island properties in Greenwich, let alone the Connecticut shoreline, to have it's own private bridge for access. The property boasts a 7 bedroom, 5 bath 6166 SQ FT main house, 3 en-suite bedroom 3238 SQ FT guest house, boathouse for entertaining, private beach, deep water protected dockage for multiple boats, formal gardens and much more. Property is meticulously maintained and has had rolling renovations over the years through May of 2024. With direct water views across The Sound to the Shores of Long Island, exclusive island life and ease to all local and regional amenities provides for a very unique paradise.

Brett Smith
(203-869-8100

1131 Sasco Hill Road
$25,000,000

Fairfield, CT
House
Rooms: 23
Bedrooms: 6
Bathrooms: 8.5
Web ID: 24033967

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...

(203) 253-1800

65 Upper Cross Road
$24,995,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 9
Web ID: 119274

Spectacular Converse Lake direct waterfront estate in coveted Conyers Farm Association. Featuring a custom Shope Reno Wharton designed residence and two bedroom guest house with full kitchen both completely renovated down to studs and redesigned for today's lifestyle. Enter to see sophisticated and chic interiors throughout three floors of light filled living space with dramatic open views to the private lake. Property includes a tennis court, indoor pool, outdoor spa, sauna, three stop elevator, floating dock all behind handsome gates with CFA security service. A one of a kind family compound with privacy yet convenience to downtown Greenwich and Manhattan. The offering is two lots to convey together. Opportunity to use approved plans to build outdoor pool and pool house if desired.

(203) 253-1800

Creamer Hill Road
$24,750,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 9
Web ID: 119165

CREAMER HILL FARM: Perched on a hillside overlooking 81.45 undulating acres of seemingly remote woodlands, this substantial landed estate includes a 14,200+ SF main house with floor to ceiling picture windows framing endless treetop views, a separate 3-bedroom guest house, workshop/barn, baseball field, tennis court, outdoor pool with slide, spa, organic vegetable garden and Zen garden. Timber-clad home offers dramatic vaulted ceilings, double-height stone fireplaces, family rooms, a billiards room with full bar, 5,000-bottle wine cellar, gym and indoor lap pool. Dramatic primary suite overlooking pond with sauna, dual bathtubs, showers & closets. Part of two gated associations with exquisite privacy, there are 9 additional subdivided, building lots for potential development.

(203) 253-1800

37 Burying Hill Road
$22,000,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 7.5
Web ID: 121005

Custom designed and built to exacting standards, this phenomenal back country lakefront compound was built to exacting standards offering fabulous privacy and flexibility for families, guests and staff. Prominent local design build firm created a masterpiece that combines a pre war elegance with substantial entertaining and modern lifestyle amenities. Multiple structures, including a large pool house / sep guest house, and a renovated original stone house set on Topping Pond - a perfect getaway. Gated driveway opens to mature landscaping and classic New England exterior elevations. The first floor features a generous, light filled kitchen and informal / formal dining, his and hers offices, large mudroom with pet area and traditional flower 'cutting' room, 4 car garage and sep stairs to a 2 bed / 2 bath guest area with sitting room. Second floor contains primary suite with balcony, generous WIC, laundry and 2/3 further fam bedrooms. Finished 3rd...

Rob Johnson
(203-869-8100

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