500+ Connecticut Properties

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87 N Wilton Road
$4,995,000

New Canaan, CT
House
Rooms: 15
Bedrooms: 6
Bathrooms: 6.5
Web ID: 24042627

STOP BY TODAY SEPT 22 TWO-THIRTY TO FOUR-THIRTY (BRING A BAG) TO PICK APPLES IN THE ORCHARD. Step into a world of elegance and history at Orchard Ridge, an extraordinary estate with an illustrious past. This magnificent property has been home to notable figures such as Faith Hill & Tim McGraw during the filming of Stepford Wives, GE CEO, Jack Welch, and the philanthropic Dunning family, known for their contributions to NC's Dunning Field/Stadium. Property Highlights: Over 6 acres of spectacular private property with sweeping lawns, rows of varietal apple trees and perennial gardens with beautiful rolling landscapes. Main House: 7 Fireplaces, 6 Bedrooms, 7 Bathrooms Chef's-Grade Country Kitchen: Perfect for culinary enthusiasts. Entertaining Spaces: Large rooms designed for hosting gatherings. Family Gathering Rooms: Cozy & inviting light-filled spaces. Elegant Living Room: Featuring walls of windows & 9+ ft ceilings. Master Suite: Sitting room, spacious dressing areas, and a...

(203) 253-1800
Contract Signed
Property for Sale at 7 Orchard Drive, Greenwich, Connecticut - Bedrooms: 4 
Bathrooms: 5  - $4,995,000 Previous PhotoNext Photo

7 Orchard Drive
$4,995,000

Greenwich, CT
House
Bedrooms: 4
Bathrooms: 5
Web ID: 120263

Located in the sought-after exclusive Milbrook Association, this elegant lakefront home is set on nearly .8 acres of expansive level beautiful property. Recently renovated, this home has it all: prime location on the lake, close proximity to the Milbrook Club and to town, and the Milbrook amenities which include gated entrances, a dedicated security team, and more. The property offers numerous spaces to enjoy the amazing views, including a spacious outdoor kitchen, and a cozy fire pit. Inside, the captivating living room features a dramatic cathedral ceiling & an impressive stone fireplace. The inviting large family room has another beautiful stone fireplace, perfect for entertaining. The kitchen has been recently renovated and includes top of the line appliances and a large pantry. Upstairs there are 4 bedrooms, including a beautiful primary suite with a modern bathroom. Residents who live in the exclusive Milbrook association are offered privileges when joining the Milbrook...

(203) 253-1800

35 Wilshire Road
$4,995,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 8
Web ID: 121430

Sited on 5.3 private acres above Wilshire Pond, this move-in ready 7-bedroom modern country estate blends serene backcountry living with contemporary luxuries. Spend summers playing on the stadium-lit tennis court or relaxing with family and friends by the heated grotto-like pool with waterfall. Cozy up in the winter months enjoying water views from nearly every room in the main house or roasting s'mores in the guest house fireplace nook. This one-of-a-kind property is comprised of a beautiful and bright main house, an impossible-to-replicate stone guest house, and park-like grounds dotted with stone walkways. The main house features a large living room with fireplace, formal dining room, and a new gourmet kitchen with Wolf and SubZero appliances. The primary bedroom suite boasts a welcoming sitting room with fireplace, private balcony, and three walk-in closets. There are four additional en-suite bedrooms, a kids playroom, gym, study/office, and au-pair quarters. The awe-inspiring guest...

(203) 253-1800

27 Country Club Road
$4,995,000

Ridgefield, CT
House
Rooms: 22
Bedrooms: 8
Bathrooms: 8.5
Web ID: 24038800

HOMEWOOD - This remarkable country compound is one of the precious few 18th/19th century shingle style colonial revival estates remaining in Fairfield Cty. Dating back to 1750, the original pre-revolutionary war home captivated the attention of prominent NYC banker, George Haven, who purchased the home in 1890 & expanded it significantly including a glorious 50' ballroom designed by Elsie de Wolfe, 19th C designer, rivaling the best of her work in NYC. Today, after $2M of extensive & thoughtful updates over the past decade, Homewood is unparalleled in its historical detail & state of the art features. Total 12,853sf on 3 levels w/ 20+ rooms, 13 original fireplaces, 8+ BRs, 7/2 bths; pool house w/kitchen, full bth, & changing rooms; heated gunite pool & spa; 3 carriage style garages w/porte-cochere; multiple porches/terraces; set on 3.22 manicured & level acres. Highest attention to detail: front to back Great Hall w/ingenious ceremonial...

(203) 253-1800

25 Upper Cross Road
$4,995,000

Greenwich, CT
Vacant Land
Web ID: 120850

Presenting 25 Upper Cross Rd, a 10.96-acre parcel of vacant land situated in the sought-after Conyers Farm Association. This property offers vast open space and magnificent views in all directions, including the 60-acre Greenwich Polo Club to the north. The land features a rare gentle topography, making it a suitable site for various architectural designs, allowing you to plan a home that suits your preferences and needs. The Association ensures a secure environment with 24/7 security and maintains the privacy of the area with a minimum lot size of 10 acres. 25 Upper Cross Rd comes with the added advantage of pre-approved site plans and septic permits from the Town, streamlining your building process. Renowned local architects Dinyar Wadia and Rich Granoff have contributed their expertise with proposed home designs specifically crafted for this land, providing inspiration for your project. Visit the site to get a real sense of the...

(203) 253-1800

24 Edgemarth Hill Road
$4,995,000

Westport, CT
House
Rooms: 12
Bedrooms: 6
Bathrooms: 7.5
Web ID: 24018859

Top Builder/Developer renowned for his exceptional quality and cutting-edge innovative new builds, Joe Feinleib of Coastal Luxury Homes, has sited his next masterpiece atop a quiet cul de sac in coveted Greens Farms, Westport. Designed and appointed with the finest materials and flaunting 10' ceilings, walls of windows, sexy floor-to-ceiling stone accents, this custom 5,050sf home is to be finished on 3 floors, boasting enviable public rooms, 2 fireplaces, 6 bedrooms, 6 full and 2 half baths. Lower Level can be finished should additional space be desired. While just minutes to shops, restaurants, beach, Longshore, and train (Greens Farms or main Westport station), the perfectly private, lush, 1 acre parcel has a pool site and an oversized entertaining patio to make it the ultimate escape. Give us 15 minutes of your time to tour you through homes in the build process. Let's discuss YOUR...

(203) 253-1800
Contract Signed
Property for Sale at 229 Stanwich Road, Greenwich, Connecticut - Bedrooms: 6 
Bathrooms: 11  - $4,995,000 Previous PhotoNext Photo

229 Stanwich Road
$4,995,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 11
Web ID: 116882

Huge Greenwich Center Hall Colonial in the heart of Mid Country. Close to Avenue and Country Day School. Home commands its 5+ Private Acres. Guest house. Unique 'floating' staircase. 5 fireplaces. Elevator shaft was built in during construction. Self contained Au Pair Suite. Garages hold 7-9 Vehicles. Gigantic Exercise/Game Room with fireplace. Oversized Heated Pool, with super-sized shower. Serene Views of Nature and great Natural Light, literally from every window. FINANCING AVAILABLE TO 50% OF PURCHASE PRICE AT 4.5%. 229 STANWICH RD IS ALSO AVAILABLE TO RENT. Guest House; Pool and Garage Levels have been intelligently designed-- can be 'sealed off' from the rest of the Home, to conserve energy. Home is heated by Efficient Natural Gas. Heat is a combination of Forced Air and cozy, toasty Radiant heat. Beautiful Hardwood beneath any carpet. Photos are from the previous listing.

(203) 253-1800
Contract Signed
Property for Sale at 219 Overlook Drive, Greenwich, Connecticut - Bedrooms: 6 
Bathrooms: 6.5  - $4,995,000 Previous PhotoNext Photo

219 Overlook Drive
$4,995,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 6.5
Web ID: 121310

Welcome to 219 Overlook Drive, a stunning 8,000 sq.ft. home in the private Milbrook Association. Recently renovated and expanded, this residence offers 6 bedrooms, including an expansive primary bedroom suite and guest suite with a kitchenette and second laundry. The open-concept kitchen flows into the breakfast area and family room, perfect for modern living. Enjoy the sunlit screened-in porch, a billiards and collectables room, wood-paneled office, and formal living and dining rooms. A full 3rd floor and finished walkout lower level adds to the home's appeal. With elegant design and comprehensive amenities including a dumbwaiter, butlers pantry, walk in pantry and gym, this home offers everything you desire!

(203) 253-1800

210 Doolittle Drive
$4,995,000

Norfolk, CT
House
Rooms: 12
Bedrooms: 6
Bathrooms: 8
Web ID: 24019893

Nestled in the heart of the completely private 1700 acres of the Doolittle Lake Company woods on 2 parcels, this 100 acre 5,670 sq ft beautifully maintained 1780 center hall colonial boasts colonial & art deco architectural details. Moved to its current location in the 1930s NY architect Robert Carrere renovations include generous reception rooms, wide red pine floors, high ceilings, 2 wet bars, 9 wood burning fireplaces. Rotary dial phones, butler bells, & other period details capture the charm of the 1930s. Gourmet kitchen with fireplace custom cabinetry, a fish sink on the back porch for cleaning trout! Elegant sunny dining room & breakfast terrace with herb garden. Sun porch glass doors open to stone walled perennial gardens & pool. Dramatic arches & vaulted ceiling adorn the poolhouse with kitchenette, 1/2 bath, dressing rooms & outdoor shower. Custom oval gunite heated pool. Main bedroom with private sitting area, fireplace...

(203) 253-1800
Contract Signed
Property for Sale at 17 Bramble Lane, Riverside, Connecticut - Bedrooms: 6 
Bathrooms: 7.5  - $4,995,000 Previous PhotoNext Photo

17 Bramble Lane
$4,995,000

Riverside, CT
House
Bedrooms: 6
Bathrooms: 7.5
Web ID: 120557

Sophisticated new brick construction with an elegant floor plan, character oak floors, 3 fireplaces and designer finishes. Luxuriously appointed, the custom gourmet kitchen with breakfast room features a quartz waterfall island and opens into family room with gas fireplace. Sliding doors from the family room lead to stone terrace with outdoor fireplace overlooking level backyard. Open-plan dining room/living room with fireplace also adjoins the kitchen. Upstairs are 4 en-suite bedrooms, including exquisite primary suite with fireplace, balcony, 2 walk-in closets and sunny marble bathroom. Office space plus another bedroom and bath on 3rd floor. Finished lower level with 6th bedroom and bath and flexible playroom/gym space. Ideally located across the street from the Riverside School.

(203) 253-1800

16 Fairview Avenue
$4,995,000

Stamford, CT
House
Rooms: 12
Bedrooms: 5
Bathrooms: 6.5
Web ID: 24016550

Beachfront luxury in Shippan! This grand colonial home is boasting 5 bedrooms and 7 bathrooms. The main level features a chef's kitchen that's been meticulously updated, where cooking becomes an art form. Host in your formal dining room, brilliant family room, oversized living room, or home office completed with coffered ceilings; this home is a beyond stunning! Bask in panoramic views of the LI Sound from every corner of the house. Upstairs, in the primary suite you'll experience a sanctuary with its private balcony overlooking the water. Completed with a dressing room/office, 2 walk in closets and primary bath with incredible views from your jacuzzi tub. In addition, the second level of this exquisite home you'll discover 3 additional bedrooms, each offering comfort and style. The top level beckons with a versatile sitting/game room, ideal for entertainment, alongside a convenient home office for productivity & a bedroom with an en...

(203) 253-1800
Contract Signed
Property for Sale at 16 Burritts Landing, Westport, Connecticut - Bedrooms: 8 
Bathrooms: 10.5 
Rooms: 22  - $4,995,000 Previous PhotoNext Photo

16 Burritts Landing
$4,995,000

Westport, CT
House
Rooms: 22
Bedrooms: 8
Bathrooms: 10.5
Web ID: 24043650

Spectacular and rare is this home on 2 expansive manicured acres 200' back across association land from the shoreline. Imagine living near the sound, next to a sylvan pond, keeping geometrical kitchen gardens, collecting cars in a 6-car garage, tending plantings around your own rock outcropping, playing a soccer game on your front lawn. Imagine walking 100 feet to the association and relieving summer swelter in the cool of the association pool, beach, or taking to the water on kayak, paddle board, or your own deep-docked boat. Inside the house is three living floors offering 16 rooms, and much more. Ceilings stand between 12 and 13 feet, yet craftsmanship makes the home intimate. Windows tower. Look at the floorplans' proportions and flow. The grand central hall ties together rooms of distinction - salon, grand room, library, dining room. The modern kitchen includes a family room and deck. Bed chambers flank...

Mark Gilrain
(203-221-0666

130 Tophet Road
$4,995,000

Roxbury, CT
House
Rooms: 8
Bedrooms: 5
Bathrooms: 6
Web ID: 24021983

Set on 14 private and fully fenced acres, this truly spectacular property, once owned by Walter Matthau and his wife Carol Grace, is surrounded by the Matthau Land Trust. The newly built main house was conceived by Geoff Fairbairn, a well-known Litchfield builder, with the current owners adding more features and square footage to the compound, with an eye for detail and enchanting style. The two original cottages have been updated, keeping the historic touches, and are currently used as a guest house and an extensive gym and office area. Among the many things that make this property so special are an attached five-car garage, a pool with spa and sun deck, radiant heat floors, a magnificent 18-foot stone chimney designed by Jorge Criollo and a three-season screened-in porch complete with a Malm fireplace. Roxbury is a renown artists community, home to such former and current notables as Richard Widmark,...

(203) 253-1800

1 Sturges Highway
$4,995,000

Westport, CT
House
Rooms: 12
Bedrooms: 5
Bathrooms: 5.5
Web ID: 24038935

Timeless Colonial Estate: A Rare Gem! Welcome to one of the last great estates, offered for the first time in 50 years. This exquisite five-bedroom, four full and two half-bath Colonial is a testament to charm and grace, set on a sprawling 5.7-acre property complete with a pool and a pool house. Situated just a stone's throw from the prestigious Hunt Club polo fields, this family compound offers the rare blend of ultimate privacy with the convenience of proximity to town, train, and shops. As you pass through the private gates, you'll be greeted by a picturesque view that reflects the estate's storied past and timeless elegance. Built in 1955 in the style of renowned architect Cameron Clark, this Colonial showcases classic architectural beauty with its distinctive French doors opening to a magnificent backyard. Here, specimen trees, age-old patios, and gracefully aged stone walls and landscaping create...

(203) 253-1800

74 Pastures Lane
$4,985,000

New Canaan, CT
House
Rooms: 11
Bedrooms: 6
Bathrooms: 7.5
Web ID: 24043869

To be masterfully built by Coastal Luxury Homes, 74 Pastures Lane will embody the the perfect culmination of classic design with a nod to a modern aesthetic. Inclusive of six bedrooms, all en suite, this home will boast three finished floors with an opportunity to finish the lower level based on the needs of your busy lifestyle. Indoor spaces will feature exceptional materials, meticulous attention to detail and 9'+ ceilings throughout. Outside broad stone terraces will overlook a sweeping back lawn. The location is second to none; located on an exclusive east side cul de sac just minutes to the Village.

(203) 253-1800

Potato Island
$4,950,000

Branford, CT
House
Rooms: 7
Bedrooms: 4
Bathrooms: 4
Web ID: 24032744

Welcome to a world of pure imagination. Here you will find exceptional beauty, 360 panoramic views of the sea all around you. Immerse yourself in tranquil moments as well as outdoor adventure that is boundless. Whether you're seeking relaxation or your next thrilling adventure, this property offers a truly magical experience. Multiple French doors, balconies, and well-placed custom windows take advantage of the day's sunlight & the moon-lit stars at night. With 3,871 square feet of interior elegance this Idyllic Thimble Island home is a haven for a spectrum of design elements. The main level features a well-equipped kitchen and an expansive dining area, ideal for sizeable gatherings. The living room 's square footage expands beyond its French doors to the impressive wrap around porch that provides countless hours of picturesque views. The upper level is the home of 4 reimagined bedrooms, all with beautiful views and ample space for...

(203) 253-1800
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