500+ Connecticut Properties

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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
Contract Signed
Property for Sale at 336 Greens Farms Road, Westport, Connecticut - Bedrooms: 5 
Bathrooms: 6 
Rooms: 15  - $4,995,000 Previous PhotoNext Photo

336 Greens Farms Road
$4,995,000

Westport, CT
House
Rooms: 15
Bedrooms: 5
Bathrooms: 6
Web ID: 24050548

Walk to Beaches, Rail Stations, and GFA from this spectacular Greens Farms Estate. This remarkable home is less than a 10-minute walk to Southport Beach, the Metro North Railroad Station, Post Office, and Greens Farms Academy campus. The 2-acre property offers unequaled privacy bordering 40 acres of Audubon land and has its own renovated pool, tennis court, and guest house. The home received a rare 2011 Westport Local Preservation award and blends historic grace with today's living standards. Generous room layouts, high ceilings, five indoor fireplaces, distributed audio, and a kitchen wine cellar make entertaining easy. All living space is above-grade, allowing natural light to stream in over 130 windows. The separate two-bedroom guest house was completely rebuilt in 2010 and is an ideal home for a nanny or parent. The private grounds include a large patio, fireplace and dining pergola; a beautifully landscaped pool/spa and gazebo, framed by extensive...

(203) 253-1800

29 Lockwood Drive
$4,995,000

Old Greenwich, CT
House
Bedrooms: 5
Bathrooms: 6
Web ID: 120731

Stylish five-bedroom Contemporary provides a modern oasis with stunning pool, Ipe wood decks and secluded backyard on a quiet drive south of the village near shops, trains, school and beach. Striking architectural details ranging from maple wood floors, glass stair railings on three levels, high ceilings, expansive windows, sliding doors and skylights enhance 4,286 sq. ft. interior. Boasts sleek kitchen with Gaggenau appliances, Geoluxe counters and butler's pantry. Family and dining rooms with shared linear fireplace and bonus room, all with deck access for outdoor entertaining. First floor guest suite or office. Second floor offers primary suite with spacious closet and luxurious bath plus three more ensuite bedrooms.Lower level with media room, mudroom and garage for up to eight cars.

(203) 253-1800

282 Round Hill Road
$4,995,000

Greenwich, CT
House
Bedrooms: 5
Bathrooms: 4.5
Web ID: 121230

A down to the studs gut renovation by noted builder DiBico Inc. in 2020 created a modern floor plan with sophisticated finishes for easy living over three finished levels. Project included all new windows, new HVAC, new flooring, new plumbing, new electrical, new custom gourmet kitchen and five stunning new bathrooms. Residence now features a fabulous kitchen, breakfast room plus family room layout opening to an expansive terrace spanning rear of the house. Dramatic living room with vaulted ceiling and fireplace. Spacious dining room with custom wine storage and Butler's Pantry. Luxurious primary suite with sitting room and stylish bathroom. Lower level home theater, gym and game room. Enjoy a park-like oasis with heated pool in the heart of the mid-country estate area of Greenwich.

(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

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

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: 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 a serene environment only time can bestow. This estate is more than just a home; it's a legacy of...

(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 sought after east side cul de sac just minutes to the Village.

(203) 253-1800

530 Lake Avenue
$4,975,000

Greenwich, CT
House
Bedrooms: 5
Bathrooms: 7
Web ID: 121370

Exquisite architectural details define this classic brick Colonial poised on 2.12 private acres with terraces and pool in a desirable mid-country location. Elegant, sunny interior boasts high ceilings, large windows, 4 finished levels and great main floor flow ideal for entertaining. Center hall entry introduces spacious granite-clad kitchen open to family room with vaulted ceiling, terrace; sunroom, expansive living room with bar, terrace access; dining room, wood-paneled library, in-law suite with gym above attached three-car garage, powder, mud and laundry rooms. Primary suite with walk-in closet; ensuite bedroom, bedroom and full bath comprise second level. With top floor en-suite bedroom Walkout lower level offers game/media and family rooms, pool access; full bath and wine room.

(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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