500+ Connecticut Properties

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35 Park Avenue
$5,000,000

Old Greenwich, CT
House
Bedrooms: 6
Bathrooms: 4
Web ID: 121204

For true privacy and beauty, look no further than 35 Park Avenue. The magical landscape brimming with specimen plantings has been artfully designed on nearly half an acre in the heart of Old Greenwich, close to the town center, schools, parks, and beaches. Inside, the home epitomizes understated luxury, featuring gorgeous natural light, oak floors, and large windows showcasing the remarkable setting. Highlights include an elegant dining room, a sunlit living room with a fireplace, and a chef's kitchen with a soaring ceiling and sitting area. French doors open front and back terraces, while a cozy family room and 6 spacious bedrooms add further allure. Outside, shady sitting areas, a wisteria-covered pergola, and a pool site offer the chance to relax and refresh amid sublime surroundings.

(203) 253-1800
Contract Signed
Property for Sale at 341 Rock, House Road, Easton, Connecticut - Bedrooms: 6 
Bathrooms: 7.5  - $5,000,000 Previous PhotoNext Photo

341 Rock, House Road
$5,000,000

Easton, CT
House
Bedrooms: 6
Bathrooms: 7.5
Web ID: 121342

Like a dream come true for anyone passionate about horses & luxurious living. Picture waking up to serene mornings with coffee in hand, gazing out over your horses peacefully grazing in the paddocks—a perfect start to the day. The main house, updated in 2024, offers spacious & elegant living space making it ideal for hosting family & friends. The open floor plan ensures a great flow between rooms, perfect for entertaining. Imagine gatherings in the family room, warmed by the stunning floor-to-ceiling stone fireplace, with views of the heated in-ground pool & expansive backyard. The lower level adds even more appeal, with a large game rm, a study, a wine cellar & an expansive unfinished area that offers endless possibilities. This estate blends luxury, comfort & the equestrian lifestyle. The equestrian facilities are equally impressive, with 2 barns accommodating up to 10 horses, and a 2-bedroom apartment above one barnperfect...

(203) 253-1800
Contract Signed
Property for Sale at 341 Rock, House Road, Easton, Connecticut - Bedrooms: 6 
Bathrooms: 7.5 
Rooms: 14  - $5,000,000 Previous PhotoNext Photo

341 Rock, House Road
$5,000,000

Easton, CT
House
Rooms: 14
Bedrooms: 6
Bathrooms: 7.5
Web ID: 24042741

Like a dream come true for anyone passionate about horses and luxurious living. Picture waking up to serene mornings with coffee in hand, gazing out over your horses peacefully grazing in the paddocks-a perfect start to the day. The main house, updated in 2024, provides a spacious and elegant living space making it ideal for hosting family and friends. The open floor plan ensures a great flow between rooms, perfect for entertaining. Imagine gatherings in the family room, warmed by the stunning floor-to-ceiling stone fireplace, with views of the patio, heated in-ground pool, and expansive backyard. The lower level adds even more appeal, with a large game room, a study with half-bath, a wine cellar, and an expansive unfinished area that provides endless possibilities-whether for an exercise room or additional finished space. The equestrian facilities are equally impressive, with 2 barns accommodating up to 10 horses, and a 2-bedroom apartment...

(203) 253-1800
Contract Signed
Property for Sale at 421 Sasco Hill Road, Fairfield, Connecticut - Bedrooms: 5 
Bathrooms: 5 
Rooms: 12  - $4,999,900 Previous PhotoNext Photo

421 Sasco Hill Road
$4,999,900

Fairfield, CT
House
Rooms: 12
Bedrooms: 5
Bathrooms: 5
Web ID: 24005573

******The deadline for buyers to respond to the highest and best Wednesday 07/31/2024 at 11:59 PM***** Beautiful Sasco Hill estate includes four buildings on a beautifully landscaped 4.42 acre private lot. The main house, a farmhouse colonial is 6934 SF with 5 bedrooms and 4.5 bathrooms. The guest house has a full apartment on the 1st floor with a 2nd level private office. There is a fully finished lower level gym with a full bath, steam shower and large work out area. Each level has a separate entrance. In addition, there is a 863 SF heated and air conditioned pool house with full kitchen, full bathroom, family room with fireplace, laundry room and changing area. The fourth building is a 1800 sf 6 car garage with a heated and air conditioned commercial chef kitchen. There is a walk up 2nd level above the garage for additional storage. On...

(203) 253-1800

36 Chestnut Hill Road
$4,999,000

Wilton, CT
House
Rooms: 15
Bedrooms: 7
Bathrooms: 11
Web ID: 24045609

Quintessential 1940's Connecticut Estate. This home offers a harmonious blend of classic elegance & modern luxury, set amidst breathtaking, park-like professionally landscaped property and specimen gardens. Architectural craftsmanship & intricate millwork throughout make this property truly one-of-a-kind. Step into the grand, front-to-back foyer, where the home's stunning attention to detail is immediately evident. Designed for entertaining inside & out with spacious well-appointed rooms that flow seamlessly to one of several terraces flanked by perennial gardens. The renovated gourmet kitchen/breakfast room/family room is the perfect gathering place for friends and family. The Thanksgiving-size dining room opens to outdoor gardens & patio. Expansive living room opens into a private conservatory-solarium. The second floor includes a luxurious primary suite, encompassing 6 rooms and features dual baths, custom WIC, sitting area & office space. Each add'l bedroom is generously sized & ensuite, ensuring privacy & comfort for all. Fitness and entertainment enthusiasts will love...

(203) 253-1800
Property for Sale at 22 Morningside Drive, Westport, Connecticut - Bedrooms: 6 
Bathrooms: 7 
Rooms: 18  - $4,999,000

22 Morningside Drive
$4,999,000

Westport, CT
House
Rooms: 18
Bedrooms: 6
Bathrooms: 7
Web ID: 24053342

This timeless home boasts an enormous kitchen complete with custom cabinetry, a double island, walk-in pantry, and butler's pantry-a chef's dream come true. The open floor plan integrates the kitchen with the inviting family room and adjacent library, creating a perfect space for intimate gatherings and grand entertaining. Upstairs, the primary suite features two walk-in closets and a bathroom with gorgeous cathedral ceilings. The rest of the floor is complete with three additional en-suite bedrooms and a conveniently located laundry room. This home will never allow you to grow bored with the endless opportunities for recreation on the remaining floors-this includes a movie room, dedicated gym, rejuvenating sauna, temperature-controlled wine room, wet bar, and playroom. There is also a home office available for when work needs to get done. Fully built out lower level with impressive amenities. Opulent pool anticipated (subject to future permit application and approval). 22 Morningside Drive...

(203) 253-1800
Contract Signed
Property for Sale at 158 Clapboard Ridge Road, Greenwich, Connecticut - Bedrooms: 6 
Bathrooms: 7  - $4,999,000 Previous PhotoNext Photo

158 Clapboard Ridge Road
$4,999,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 7
Web ID: 120694

Welcome to your dream estate in one of the most desirable location in Greenwich, where luxury blends with tranquil nature. A grand entrance welcomes you with its stately brick façade and carefully landscaped grounds, exuding timeless charm, sophistication and privacy. With 6 spacious bedrooms all complete with their own en-suite, ample space and natural light, ensuring abundant room for comfort and entertainment. The entertainment possibilities are endless, resort-style pool, soothing hot tub, tennis court, lush grounds and 3-car garage. This magnificent estate offers not only one of the largest plots of land for sale in Greenwich, the rear cleared 3 acres have been subdivided, leaving further buildable potential in 2 acre zoning. Private estate with a short commute to NYC.

(203) 253-1800
Contract Signed
Property for Sale at 97 Lockwood Road, Riverside, Connecticut - Bedrooms: 6 
Bathrooms: 7.5  - $4,995,000 Previous PhotoNext Photo

97 Lockwood Road
$4,995,000

Riverside, CT
House
Bedrooms: 6
Bathrooms: 7.5
Web ID: 120713

Stunning new construction in the heart of Riverside built by renowned builder, Lino Marcal, exudes quality craftsmanship, sophistication, incredible design & elegance. Home was masterfully sited with large rear yard and possible pool site. It features grand interior spaces, beautiful attention to detail fixtures/ finishes throughout. Welcoming foyer with sweeping staircase and adjacent living room open to the great room with dramatic vaulted ceiling, antique beams & fireplace. The large open concept chefs kitchen with butler's pantry opens to gracious dining room and first floor bedroom/ office plus screened in porch. 2nd floor has 4 spacious bedrooms including a sumptuous main bedroom suite with fabulous closet space. Third floor has great open space and full bathroom for 7th bdr , playroom or office. The huge lower level has a fireplace, wine cellar, bedroom, full & half bath, hookup to a second laundry room and a perfect space for a...

(203) 253-1800

88 Main Street
$4,995,000

Ridgefield, CT
House
Rooms: 17
Bedrooms: 8
Bathrooms: 8.5
Web ID: 24044840

Welcome to 88 Main Street, a stunning Vintage Estate, meticulously restored to perfection. Beautifully sited on a pristine parcel in a premier location. Walk to Village Ctr., Ct's 1st Cultural District! This architectural gem combines classic design with modern luxury. Millwork & detailing throughout is exceptional & the scale of the public & private spaces blend perfectly for entertaining. Chef's Kit. w/ large Aga stove, custom cabinetry, commercial grade appliances, walk-in Pantry + a fully equipped Butler's Pantry. The Family Rm & Eat-In Area are open to the Kitchen for everyday ease. Formal Dining Rm has direct access to a lovely Covered Porch w/FP, and amazing site lines to the expansive, stunningly landscaped, private grounds. The LR & distinguished Library round out the Main Level. Upper Level features the Primary Suite w/FP, Dressing Rm & Luxury Bath. There are 3 en suite bedrooms a beautifully appointed AuPair/In-Law suite with full...

(203) 253-1800

87 N Wilton Road
$4,995,000

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

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. Primary Suite: Sitting room, spacious dressing areas, and a professional-level gym. Bedrooms: 6 bedrooms in the main house, offering ample space for everyone. Guest Cottage: A separate...

(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
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
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