500+ Connecticut Properties

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Property for Sale at 5 Windy Hill Road, Westport, Connecticut - Bedrooms: 6 
Bathrooms: 6.5 
Rooms: 13  - $3,999,000 Previous PhotoNext Photo

5 Windy Hill Road
$3,999,000

Westport, CT
House
Rooms: 13
Bedrooms: 6
Bathrooms: 6.5
Web ID: 24046072

Pristine and stately 8000 s.f. classic on highly-desirable, central cul de sac, in the heart of Westport, with picturesque, private yard, stunning pool and outdoor amenities. So many recent improvements inside and out, including new cedar roof & top of the line mechanical systems. Four luxurious levels of living -- main floor's lovely formal rooms have an open flow, and include spacious formal dining room & formal living room w/fireplace, large coffered family room, paneled library, sleek white gourmet kitchen/breakfast room w/Viking range, butlers pantry, expansive four-season porch & large mudroom leading to 3-car garage. Professionally-landscaped property with pergola-covered stone patio & outdoor kitchen, fabulous pool & extensive hardscape, w/lush gardens and charming wooded footpath. The upper level features an opulent primary suite w/gleaming spa bath, fireplace, separate sitting room & dressing room, the secondary bedrooms w/en suite updated baths & Jack/Jill, and finished third floor bonus space. The bright,...

(203) 253-1800

5 Timber Lane
$3,999,000

Westport, CT
House
Rooms: 14
Bedrooms: 5
Bathrooms: 6
Web ID: 24031453

Thrilled to present 5 Timber Lane - a stunning custom Colonial situated on 1.6 acres, offering one complete privacy, yet a stone's throw from the finest shopping, dining and beaches that makes Westport so desirable. Imagined and decorated by acclaimed designer/owner, the passionate attention to detail throughout is evident: from the main level soaring double height entry, to the inviting living room with wood burning fireplace, to a formal dining room enveloped in suede wall coverings, luxurious drapes and a butler's pantry. Pass by the den, with its lacquered walls and ceiling, hidden safe and art gallery shelving - it's a space you can envision James Bond lounging in. En route to the kitchen is a Parisian-inspired mirrored bar. The chef's kitchen is what you would demand - quartz/granite abound, Thermador appliances. An open-concept floor plan seamlessly blending indoor and outdoor spaces. The outdoor is meticulous from its perfectly manicured...

(203) 253-1800

5 Timber Lane
$3,999,000

Westport, CT
House
Bedrooms: 5
Bathrooms: 6
Web ID: 121451

Thrilled to present 5 Timber Lane - a stunning custom Colonial situated on 1.6 acres, offering one complete privacy, yet a stone's throw from the finest shopping, dining and beaches that makes Westport so desirable. Imagined and decorated by acclaimed designer/owner, the passionate attention to detail throughout is evident: from the main level soaring double height entry, to the inviting living room with wood burning fireplace, to a formal dining room enveloped in suede wall coverings, luxurious drapes and a butler's pantry. Pass by the den, with its lacquered walls and ceiling, hidden safe and art gallery shelving - it's a space you can envision James Bond lounging in. En route to the kitchen is a Parisian-inspired mirrored bar. The chef's kitchen is what you would demand - quartz/granite abound, Thermador appliances. An open-concept floor plan seamlessly blending indoor and outdoor spaces. The outdoor is meticulous from its perfectly manicured...

(203) 253-1800

987 Pequot Avenue
$3,995,000

Fairfield, CT
House
Rooms: 11
Bedrooms: 6
Bathrooms: 6
Web ID: 170617302

SOUTHPORT CHIC –Attention Investors... this home is rented until June 2025. Just steps to the beach, Harbor and quaint Southport Village, this French inspired beauty will make you feel like you’ve been whisked away to the European countryside although you're just 50 minutes from Manhattan. In the neighborhood of multi-million dollar seaside estates, restored antique homes, and newer builds with that Je ne sais quoi quintessential New England charm, this French Provincial prize is perfectly private, buffered from the road on a picturesque 2.79 acres with magnificent heated pool. Timeless and sophisticated, boasting 5200sf, the large and inviting public rooms with French doors unite the indoors with outside patios and entertaining spaces. You’ll adore the high ceilings, elegance, and easy lifestyle in the comfortable sun-drenched spaces: living room with fireplace; oversized dining room; kitchen with large island and breakfast area opening to the family room with fireplace; library with fireplace...

(203) 253-1800

79 Hilltop Road
$3,995,000

Sharon, CT
House
Rooms: 13
Bedrooms: 7
Bathrooms: 5
Web ID: 24049564

Welcome to Hilltop Road. This stunning property offers the perfect blend of country living and urban convenience, nestled on 4 picturesque acres with a pool. With seven spacious bedrooms and 4.5 luxurious baths, there's plenty of room for family and guests alike. Step into the heart of the home-a breathtaking kitchen that's a culinary dream, featuring a grand center island and a captivating window that frames your idyllic surroundings. Enjoy cozy evenings in the family room with a fire or unwind on the charming screened-in porch with a beautiful view, designed for relaxation and entertainment. Ideal for entertaining and social events, this home features an expansive master suite along with four additional bedrooms located on the second floor. Ascend to the third floor, where you'll find two more spacious bedrooms and a versatile and bright playroom or gym. This layout ensures that everyone can enjoy their own space...

(203) 253-1800

70 Redding Road
$3,995,000

Easton, CT
House
Rooms: 9
Bedrooms: 4
Bathrooms: 3
Web ID: 24056534

This magnificent country estate includes the historic Thorp House on 24.5 acres of riverfront property, as well as a charming 1 bedroom rental cottage with attached 2 car garage. The main house, built in 1750, is listed on the National Register of Historic Places. Authentic period details grace the home with unique old world charm. Cathedral ceilings in the kitchen and great room make a stately impression. Amazing for entertaining, this home excels at both intimate family dinners and grand-scale outdoor events. Gorgeous stone walls surround the park-like property, which offers many nature trails and a pond. Enjoy incredible views of open fields as well as the Aspetuck Valley Country Club's golf course from spacious flagstone terraces. Walk to breakfast at the Blue Bird Inn, and explore all the local apple orchards. This country estate has been treasured by the current family for nearly 50 years, and is well known...

(203) 253-1800

7 Upland Drive
$3,995,000

Greenwich, CT
House
Bedrooms: 5
Bathrooms: 5
Web ID: 121444

Stunning 2024 full renovation redefines this European-inspired 1932 French Revival set atop 2.13 park-like acres with pool, multiple terraces, built-in grill and spectacular gardens providing a private, natural retreat just a mile from town. Original architectural details pair beautifully with modern updates in the stylish 6,042 sq. ft. interior showcasing exquisite ironwork, elegant French doors to terraces, three fireplaces, new marble-clad kitchen and baths. Standout features include antique-beamed ceiling, limestone fireplace in generous living room; wood-paneled library, family room with oversized picture windows framing treetop views; theater, playroom and five bedrooms including primary. Studio outbuilding ideal for yoga or art and new security system.

(203) 253-1800

59 Locust Street St
$3,995,000

Greenwich, CT
Condominium
Bedrooms: 5
Bathrooms: 7
Web ID: 120648

Unparalleled opportunity to own a luxury condo with elevator right in the heart of downtown Greenwich. This is one of the most sought-after locations in Greenwich. This quiet tree lined one way street is close distance to everything the downtown area has to offer- train, shops, library and restaurants.

(203) 253-1800

59 Locust Street St
$3,995,000

Greenwich, CT
Condominium
Bedrooms: 5
Bathrooms: 7
Web ID: 120649

Unparalleled opportunity to own a luxury condo with elevator right in the heart of downtown Greenwich. This is one of the most sought-after locations in Greenwich. This quiet tree lined one way street is close distance to everything the downtown area has to offer- train, shops, library and restaurants.

(203) 253-1800

57 Locust Street St
$3,995,000

Greenwich, CT
Condominium
Bedrooms: 5
Bathrooms: 7
Web ID: 120647

Unparalleled opportunity to own a luxury condo with elevator right in the heart of downtown Greenwich. This is one of the most sought-after locations in Greenwich. This quiet tree lined one way street is close distance to everything the downtown area has to offer- train, shops, library and restaurants.

(203) 253-1800

57 Locust Street
$3,995,000

Greenwich, CT
Condominium
Bedrooms: 5
Bathrooms: 7
Web ID: 120646

Unparalleled opportunity to own a luxury condo with elevator right in the heart of downtown Greenwich. This is one of the most sought-after locations in Greenwich. This quiet tree lined one way street is close distance to everything the downtown area has to offer- train, shops, library and restaurants.

(203) 253-1800
Contract Signed
Property for Sale at 533 Valley Road, New Canaan, Connecticut - Bedrooms: 5 
Bathrooms: 7.5 
Rooms: 10  - $3,995,000 Previous PhotoNext Photo

533 Valley Road
$3,995,000

New Canaan, CT
House
Rooms: 10
Bedrooms: 5
Bathrooms: 7.5
Web ID: 24046937

533 Valley Road is one of the prettiest houses in New Canaan. It has a beautiful wrap around porch, built in outdoor kitchen and fireplace, porch swing, Sport Court, Heated pool with built in Spa and views of the Silvermine River. Completely rebuilt and sold as new construction in 2005 with extensive additions and renovations in 2011, this five bedroom home has four finished levels, 5 full baths and 3 half baths, brand new Primary bathroom, truly stunning foyer with view to the back porch, gourmet eat-in-kitchen, grand living room with bar, wine chiller, ice maker and open shelving for glassware, paneled office with French doors to the covered porch, indoor sports court, gym, cabana room with accordion doors and bath with steam shower. Lower-level guest lounge with fireplace. This is the perfect home to entertain! It was featured in the Darien New Canaan cover and magazine.

(203) 253-1800

49 Cross Ridge Road
$3,995,000

New Canaan, CT
House
Rooms: 13
Bedrooms: 6
Bathrooms: 6.5
Web ID: 24019167

Come experience this handsome English manor house. A gracious family home and entertainer's dream at 8572 SF with multiple oversized entertaining areas. Marvel at the 28 by 30-foot grand living room with coffered ceilings and double doors that lead out to the gardens. Gather with family and friends near one of the six fireplaces. The dining room glistens with attractive molding and built in cabinets. Your spirits will soar as you enter the sun-drenched kitchen with your own vegetable garden just outside. Vaulted ceilings throughout will impress your guests. Unwind in the handsome and light filled billiards room complete a wood burning stove. The unique L shaped floor plan grounds a central hub of entertaining spaces with two separate wings for sleeping and productivity. On one side, a two-bedroom master suite and office sit while four additional bedrooms, two home offices and an oversized three-car garage sit on the other...

(203) 253-1800

29 Highview Avenue
$3,995,000

Old Greenwich, CT
House
Bedrooms: 5
Bathrooms: 5
Web ID: 121035

Live the Old Greenwich life in a beautiful custom-built home on quiet street .5 mi to school, train & shops; 1.5 mi to Tod's Pt Beach. Sunny 5 bedroom home offers multiple play & work spaces. Chef's kitchen w lg stone island, banquette seating & adj family rm w fp opening to expansive patio. Beautifully detailed formal rooms plus butler's pantry for entertaining. Convenient mudrm w side entrance. Prim bedroom retreat has 2 lg walk-in closets, luxe bath, fp & balcony overlooking gardens. 3 more bedrooms, one w en-suite bath, plus Laundry complete 2nd level. High ceilings & hardwood floors thruout. Fantastic, walk-out LL w sunlit 5th bedrm, office, playroom & full bath. Enjoy the backyard retreat w privacy hedges or meeting new neighbors on the wonderful front porch.

(203) 253-1800
Contract Signed
Property for Sale at 23 High Ridge Avenue, Ridgefield, Connecticut - Bedrooms: 6 
Bathrooms: 7.5 
Rooms: 14  - $3,995,000 Previous PhotoNext Photo

23 High Ridge Avenue
$3,995,000

Ridgefield, CT
House
Rooms: 14
Bedrooms: 6
Bathrooms: 7.5
Web ID: 24009947

One of Ridgefield's most iconic properties, 23 High Ridge is the epitome of extraordinary architecture set against a most spectacular setting. This classic Georgian Colonial has been renovated to the highest standards. The gracious front to back foyer sets the tone for this exceptional home. The completely renovated Chefs Kitchen is fabulous w/custom cabinetry, stone counters & expansive island, marble blacksplash, designer lighting & high-end appliances. Adjoining the KIT is a charming Breakfast Rm w/custom banquette and FP. Just beyond is the Family Rm w/FR + French Doors to the expansive patio w/outdoor KIT and landscaped grounds.Living Rm w/FP & custom cabinetry has access to the welcoming covered Porch. The Dining Rm is beautifully appointed. The Library/ Games Rm is just steps to the Wine/Bar Rm. An impressive sweeping staircase brings you to a beautiful 2nd floor landing. Six BR's w/updated Baths. The sophisticated Primary BR has His/Her Baths. LL...

(203) 253-1800

22 Father Peters Lane
$3,995,000

New Canaan, CT
House
Rooms: 13
Bedrooms: 4
Bathrooms: 6
Web ID: 24024775

Experience the magic of organic architecture in this stunning John Howe-designed masterpiece, where every detail tells a story of harmony and connection with nature. Influenced and mentored by Frank Lloyd wright, this home seamlessly integrates with its surroundings. Situated on nearly 7 acres at the end of a private cul-de-sac, this sprawling 7000 sqft estate offers spacious and luxurious living, both for grand entertainment and everyday living. Inside, discover a grand dining room with double sliding glass doors opening to a Japanese garden and a stoned patio with a fire pit. The living room features grand hemisphere glass windows framing serene views of trees and nature, complemented by exquisite stained glass accents adding color and warmth. The primary bedroom boasts a private patio overlooking the picturesque backyard, while the en-suite bathroom offers luxurious amenities, including a soaking tub and spa-like shower. Additional highlights include two bedrooms, two laundry rooms, and...

(203) 253-1800
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