165 Connecticut Properties

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4 Cherry Blossom Lane
$8,350,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 8.5
Web ID: 121559

Majestic Richard Granoff-designed stone and clapboard Georgian home, nestled within 2+ landscaped acres on a private gated lane. This stone and clapboard masterpiece features beautifully scaled rooms across three light-filled floors, each boasting high ceilings, extensive custom millwork, and connections to the lush outdoors through multiple verandas and balconies. The dramatic entry foyer leads to a variety of exquisite spaces, including a grand Christopher Peacock kitchen with Calcutta marble double islands and casual dining area, alongside formal rooms perfect for entertaining. A luxurious 1400 square-foot primary suite, complete with balconies, ample closets, and a bonus sitting room/office. Five additional en suite bedrooms on this floor, alongside a children's recreational/ homework area. A lower garden level designed for leisure, with a gym, pool and spa-accessible covered cabana, lounge, wine room with a 3000 bottle cellar, home theater, and guest bedroom. A vast third-floor playroom and extensive storage solutions. The property also...

Rob Johnson
(203-869-8100

Contract Signed
Property for Sale at 7 Close Road, Greenwich, Connecticut - Bedrooms: 7 
Bathrooms: 8.5  - $7,995,000 Previous PhotoNext Photo

7 Close Road
$7,995,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 8.5
Web ID: 121409

Impressive & spectacular estate in ROUND HILL area. Grandeur plus timeless elegance. Gates open to a lifestyle of memories, enjoyment, & pleasure. Premier location with rich history. Dignity & charm. Architectural award in 2000. Alex Esposito, Southport. Custom built. Majestic with high ceilings & spacious public rooms. Tischler windows/doors, beautiful custom millwork. 2 bedrooms en suite on 1st fl. Quality construction. Sparkling pool with spa/cabana & Har-Tru tennis ct. that can be converted to Pickleball. Fabulous LL 4,607+/- not inc. Can buy extra land. SECOND FL has 3 bedrooms.

(203) 253-1800

2 Vista Drive
$7,995,000

Greenwich, CT
Vacant Land
Web ID: 121122

Excellent opportunity to build your waterfront dream home in the prestigious Indian Harbor Association. An oversized 1.9 acre lot in a half acre zone (R-20) with over 290 feet of the Long Island Sound frontage and dock. 24/7 guard gated community conveniently located near Greenwich Ave and the train station. Cleared and vacant lot with very generous FAR in this A+ Greenwich location.

Rob Johnson
(203-869-8100

Property for Sale at 11 Winterset Road, Greenwich, Connecticut - Bedrooms: 6 
Bathrooms: 7  - $7,995,000

11 Winterset Road
$7,995,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 7
Web ID: 121848

Mid Country New Construction - 9000 SF 2025 smart home on 2.16 exquisite level acres. 3 finished floors with extra height ceilings throughout. Primary suite and 4 en-suite bedrooms on 2nd floor and a 6th bedroom in the walkout lower level. Custom kitchen with Subzero/Wolf Appliances, 9' island and breakfast area. Spectacular indoor / outdoor living is designed to appreciate the level 2.16 private acres with 2 sets of French doors opening to the pool and covered porch. Clapboard + Venetian plaster exterior with slate composite roof, Pella windows and doors, buried electric, 400 amp service, elevator shaft and generator are a few of the details that make this house stand out.

(203) 253-1800

969 North Street
$7,900,000

Greenwich, CT
House
Bedrooms: 9
Bathrooms: 11
Web ID: 119588

Absolutely stunning Georgian brick manor nestled on 4.3 acres of picturesque, level lawns. Meticulously crafted to the highest standards by the renowned architect Hilton Vanderhorn, this custom-built residence boasts unparalleled attention to detail. From the soaring ceilings to the custom millwork and three levels adorned with exquisite walnut floors, every inch of this home showcases the epitome of luxury. The main floor features expansive, light-filled living spaces, including a fabulous room-scale, a walnut-paneled library, a gourmet kitchen, and an adjoining family room—ideal for both contemporary family living and grand entertaining. The primary suite, a true sanctuary, offers dual baths and closets, a sitting area, and a balcony with serene views of the backyard Additional luxurious amenities include paneled billiard and home theater rooms, a fitness/exercise room, a sauna, and an extensive wine cellar. The outdoor oasis is complete with a heated pool, and the property is secured by a four-car garage...

(203) 253-1800
Contract Signed
Property for Sale at 139 North Street, Greenwich, Connecticut - Bedrooms: 5 
Bathrooms: 7  - $7,690,000 Previous PhotoNext Photo

139 North Street
$7,690,000

Greenwich, CT
House
Bedrooms: 5
Bathrooms: 7
Web ID: 121393

Privacy and close to downtown Greenwich. This HOBI Award winning home was built in 2020 by Red Canoe Partners and Designed by Clarity Home Interiors with thoughtful details throughout. It boasts sunset oriented perspective from large patio and 20x40 gunite pool with built-in auto-cover. The exceptional features of this 8600 sqr. ft. home include 5 bed, 8 bath, 3-car oversize garage, elevator, Wolfe and Sub-Zero appliances, Marvin windows and doors, plus Control 4 Smart Home technology throughout. the Great-Room features full surround sound capability and 13ft bi-folding door to open directly to the rear patio. Stunning Primary Suite with fireplace and view. Luxury primary bath with heated floors, heated towel bar and soaking tub. Huge basement with gym, 2nd laundry, lots of storage.

(203) 253-1800

530 Round Hill Road
$7,500,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 7
Web ID: 120577

Down the meandering driveway off prestigious Round Hill Road awaits your own private oasis in the heart of horse-country. This incredible 4+ acre estate boasts a 6-bedroom brick and clapboard Georgian Colonial featuring classic architectural details w/pool and modern amenities. A 4-horse stable w/separate office/gym round off this compound. Perfect for relaxing or entertaining friends and family, the land is spectacular. Adjacent to conservation, this unparalleled property offers unsurpassed privacy and tranquil views. Imagine yourself watching nature in its full wonder over the expansive fields while your horses graze peacefully as you sit by the pool and sip a cool iced tea. Additional land available. It doesn't get better than this.

(203) 253-1800

66 Ridge Street
$7,295,000

Greenwich, CT
House
Bedrooms: 5
Bathrooms: 7
Web ID: 119459

Introducing the gold standard in stylish, contemporary living - Extraordinary new construction showcases a luxury European style home appointed with striking architectural details, elevator, luxurious finishes, superior-grade materials, and pool on .36 acre in the heart of Greenwich. An open floor plan designed for seamless entertaining highlights a chef's kitchen, dining and family rooms with fireplace; living room with wet bar and dramatic double height entry. Primary suite with balcony, spa bath, dressing room and three en-suite bedrooms comprise second level. Top floor offers au-pair suite and office. Recreational lower level provides theater/media rooms, gym and playroom. Another stunning property from R&R Investment Group LLC, winners of 2023 & 2024 Hobi Award for best spec home

(203) 253-1800

33 Byram Shore Road
$6,999,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 5
Web ID: 120443

Experience tranquil waterfront living in Greenwich with sprawling vistas of Long Island Sound right outside your door. Offered for the first time on market in over 100 years, this expansive double lot spanning 0.7309 acres presents an ideal canvas for renovation or new construction, offering up to 10,028 sq/ft of FAR. Enjoy breathtaking views from your private dock or the current six-bedroom house. Conveniently located near Byram Park, residents can access the public pool, beach, marina, and boat launch. With close proximity to downtown Greenwich and Manhattan, this property seamlessly combines serenity with accessibility.

(203) 253-1800

33 Byram Shore Road
$6,999,000

Greenwich, CT
Vacant Land
Web ID: 120444

Experience tranquil waterfront living in Greenwich with sprawling vistas of Long Island Sound right outside your door. Offered for the first time on market in over 100 years, this expansive lot spanning 0.3826 acres, combined with the adjacent lot 0.3483 presents an ideal canvas for your dream waterfront home, offering up to 10,028 sq/ft of FAR. Enjoy breathtaking views from your backyard. Conveniently located near Byram Park, residents can access the public pool, beach, marina, and boat launch. With close proximity to downtown Greenwich and Manhattan, this property seamlessly combines serenity with accessibility.

(203) 253-1800

1068 Lake Avenue
$6,995,000

Greenwich, CT
House
Bedrooms: 5
Bathrooms: 8
Web ID: 121603

Chic, sophisticated and contemporary luxury best describes this spectacular backcountry retreat. Fully renovated 2023 classic shingle style residence w/pool, pool house, and tennis court has it all. Iron gates, long driveway and large courtyard offer the perfect approach to 5 bed/6.3 bath masterpiece wi/high ceilings, beautiful floors, exquisite wall coverings, dramatic staircase, amazing kitchen, perfect bathrooms, private office, and full gym. Soaring stone fireplace in Great room, stunning glass wine wall in adjacent game room & solarium w/ flr to ceiling windows set the tone for both elegant entertaining and family gatherings. 2nd Level: primary suite w/sitting room & luxury bath w/infrared sauna, 4 en-suite bedrooms w/custom walk-in closets and separate bonus wing. 3rdLevel: gym Amenities include pool, pool house, tennis court /pickleball lines), Koi pond, 5 car garage and private walking trail. This estate is the epitome of modern luxury, offering an unmatched lifestyle...

(203) 253-1800

49 Cutler Road
$6,950,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 7.5
Web ID: 120394

2024 6 bedroom Center Hall Colonial is the newest offering by luxury builders Ritzzo Development. Set on 4.33 acres with pool and room for a pool house, this 9600+ SF house is full of amenities both inside and out. 11' ceilings on the 1st floor with gracious rooms, 2 offices, formal entertaining rooms + guest suite. Gourmet kitchen boasts a 10' island and is adjacent to family room with cathedral ceiling, hearth FP and wet bar. 2nd floor w 10' ceilings offers a primary suite w deck overlooking the property, cathedral ceiling, FP and luxury bath with heated floors, soaking tub + separate steam shower. 3 double en-suite bedrooms + oversized recreation room / bunk room. Finished LL with bed, bath, gym + playroom. White oak floors, outdoor shower, loggia w FP + covered terraces.

(203) 253-1800

14 Zaccheus Mead Lane
$6,900,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 4
Web ID: 120714

First time on the market in over 50 years, 1906 stone house fashioned after European castle with two guest cottages on 7.81 acres (2-acre zone) in the private Rock Ridge Association. Sited atop a hill surrounded by mature trees, the one-of-a-kind main house is filled with antique wood carvings, original paneling, beamed and tracery plaster ceilings. A 2-bedroom guest cottage shares the main driveway. A Tudor-style 3-bedroom cottage has its own private driveway and detached 1-car garage off Witherell Dr - could be a potential second lot. The arboretum-like landscape is bordered by stone walls with scenic Horseneck Brook running along the western edge of the property. Opportunity to renovate, expand, or build new in an ideal location close to downtown Greenwich with exceptional privacy.

(203) 253-1800
Contract Signed
Property for Sale at 314 Stanwich Road, Greenwich, Connecticut - Bedrooms: 4 
Bathrooms: 5.5  - $6,650,000

314 Stanwich Road
$6,650,000

Greenwich, CT
House
Bedrooms: 4
Bathrooms: 5.5
Web ID: 120211

Lakeside living at its finest with 400' frontage on 11-acre Frye Lake. Designed and built by noted architect and builder, this Adirondack style home boasts nearly 8,000 sq. ft. of open light-filled spaces with water views from every room. Superior craftsmanship incorporating the finest materials. Intricate details with modern conveniences throughout. Flexible floorplan accommodating a myriad of today evolving lifestyles, complete with dock & exclusive ownership of ''Jackson's Island'' with fireside campsite. Enjoy wildlife and recreational activities including swimming, canoeing, fishing and skating, all within your tranquil oasis located less than 10 minutes from downtown Greenwich. Detached 3-car garage with 2nd floor studio.

(203) 253-1800

101103 Old Mill Road
$6,500,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 7.5
Web ID: 119647

Magnificent transformation of 1920s colonial. Architect Thomas Kligerman and decorator Terri Ricci teamed up to create sumptuous, tasteful rooms w/perfect choices of materials and colors. From the paneled front hall w/fireplace, to the quiet elegance of the living room, cathedral ceiling dining room, adjacent breakfast room, to the brilliantly designed kitchen, every room has a distinct character yet feels part of the integral whole of this warm, inviting house. On its own separate lot, the same design team created a breath-taking barn for entertaining and guest quarters. There is a huge, spectacular great room w/massive fireplace,luxurious fully-equipped kitchen, office, wine cellar, two bedrooms, full bath and half-bath, exercise gym, musicians' loft. Outside, there is a large covered porch w/fireplace and pizza oven. The barn has geo-thermal cooling/heating for maximum efficiency. This wonderful house and barn together represent a masterpiece of elegant and useful design.

(203) 253-1800
Contract Signed
Property for Sale at 180 Round Hill Road, Greenwich, Connecticut - Bedrooms: 4 
Bathrooms: 5.5  - $6,400,000 Previous PhotoNext Photo

180 Round Hill Road
$6,400,000

Greenwich, CT
House
Bedrooms: 4
Bathrooms: 5.5
Web ID: 121629

Perched high on a ridge overlooking a sweeping level lawn and offering magnificent sunsets in the evenings, welcome to 180 Round Hill. The classic, reserved exterior reflective of the circa 1900 home which formerly graced this property belies the excitement the best of contemporary build quality and interior design reveals inside. Elegant interiors unfold, with surprises at every turn. Custom mouldings, hardware, peerless stone selections, and hand turned staircase are but a few of the highlights. Gourmet kitchen and bathrooms are quite simply spectacular. Offering 4 luxurious bedroom suites, 2 wood burning fireplaces, a full, finished lower level, and a separate garage studio waiting for you to create your dream office, gym or pool house, this home is ''one of one.'' Exquisite.

(203) 253-1800
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