249 Connecticut Properties

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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

24 Highland Farm Road
$7,795,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 8
Web ID: 120193

Sensational resort-style amenities enhance this stately, 2019 renovated Georgian Colonial on 5.4 very private, gated acres off Round Hill Road. Designed for relaxed everyday living and entertaining with fabulous west facing terraces, indoor and outdoor salt water pools, Har-Tru tennis court, chipping green, cabanas and outdoor shower. Beautiful manicured grounds with established apple orchard, fruit trees, greenhouse and formal gardens provide an idyllic backdrop for the 9,000+ sq. ft., home with six bedrooms, including two primary suites on the first and second levels; eight baths, chef's kitchen, oversized dining room and double height family room. Highlights also include playroom, gym and lower-level theater, wine cellar and billiards room. Three car garage, elevator and generator.

(203) 253-1800

33 Byram Shore Road
$7,595,000

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
$7,595,000

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

101103 Old Mill Road
$7,495,000

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 1 Joshua Lane, Greenwich, Connecticut - Bedrooms: 6 
Bathrooms: 8  - $7,495,000 Previous PhotoNext Photo

1 Joshua Lane
$7,495,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 8
Web ID: 120288

Stylish and chic six bedroom Colonial residence on a coveted cul-de-sac in the heart of mid-country. Three light filled levels overlook private, professionally landscaped lawn with new heated pool. Classic center hall floor plan with spacious rooms, bespoke millwork and high ceilings. Formal living room with fireplace and elegant dining room with butler's pantry. Carrera marble eat-in kitchen opens to large family room with fireplace and the expansive deck with outdoor kitchen. Secluded office with Palladian style windows and fireplace. Cozy library with custom bookshelves. Primary suite with sitting room, dressing room, luxurious bathroom and balcony. Five additional ensuite bedrooms. Lower level with home theater, gym, playroom, mudroom and three car garage. Elevator location.

(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 an 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 Hobi Award for best spec home.

(203) 253-1800

375 Round Hill Road
$7,250,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 7.5
Web ID: 120403

Abraham Mills House -1846/1930s brick & clapboard Georgian rich in history + thoughtfully restored, expanded + updated for today's lifestyle. Fantastic indoor/outdoor entertaining in this fully fenced country compound w whole property gen. Orig den w FP leads to hidden staircase + wetbar exudes the New England charm + character of this extraordinary classic home. Exq arch detailing throughout the paneled LR w FP, oversized DR w fr drs to 2 covered terraces. 7 Dbrs, 6 bths incl a beautiful spacious Primary Ste overlooking the exq brick walled gardens + lawn. Gourmet kit & fam rm w random width flrs + FP. Solarium w arched windows + fr drs to covered terrace. Upstairs FR w wetbar, spacious office + lge playroom. Fab barn guest house w vaulted ceil + FP, kitchenette. Pool w spa + pool house.

(203) 253-1800

21 Kenilworth Terrace
$6,995,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 6.5
Web ID: 120530

SUPERB renovation! Nestled in Greenwich's coveted mid-country, a romantic haven has been transformed by NYC Designer MATTHEW KOWLES. Originally built in 1893, this treasure of fieldstone and timber now epitomizes modern luxury while preserving its historic charm. The extraordinary double-height entrance hall with a wrap-around second-story balcony sets a tone of grandeur, opening to a unique octagonal living room and a banquet size dining room with fireplace. The kitchen and family room, both with fireplaces have a true wow factor with their beautifully curated details. 5/6 bedrooms, solarium off primary, office, gym, laundry room add warmth and character to the ambience. Outside, expansive terraces invite alfresco dining and entertaining overlooking beautifully landscaped gardens and pool. Sparing no detail, with updated electrical, heating and air conditioning systems. Encompassing three levels of a light-filled modern floor plan with contemporary living set to an incredible standard, all within...

(203) 253-1800

528 Field Point Road
$6,950,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 6.5
Web ID: 120348

Across from the entrance to Field Point Circle, within the Belle Haven Peninsula, this six bedroom, 7500+ sqft classic Greenwich home on 1.35 acres is meticulously updated and maintained with thoughtful expansions just minutes from town. Entering through an open foyer, the sun-filled interiors have graceful archways, expansive windows and exceptional craftsmanship. The formal rooms seamlessly flow into casual spaces. Handsome paneled library featuring a fireplace and hidden drinks room; elegant front to back living room with doorways to the gardens; large dining room opens to well equipped butler's pantry. The chef's kitchen, with its copper-topped center island is adjacent to a family room complete with radiant floors and access to an expansive stone terrace. A spacious primary suite and five additional bedrooms comprise the second level with an adorable pink office and plenty of storage on the top floor. Spectacular vaulted ceiling Great Room, set above the...

(203) 253-1800

33 Midwood Road
$6,950,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 8.5
Web ID: 118950

DEER PARK ASSOCIATION: Classic English manor tastefully renovated and expanded for today's lifestyle. Elegant foyer opens to both beautifully scaled and light filled rooms. Step down living room with fireplace, formal dining room, library with fireplace and bar room. Gourmet kitchen with large marble island, butler's pantry and breakfast area adjacent to new great room. The spectacular great room with coffered ceiling and fireplace is perfect size for gatherings both formal and informal. A sophisticated primary suite with two bathrooms, multiple closets and a balcony overlooking the picturesque backyard and pool. Six additional bedrooms and five full bathrooms on second and third floor. Playroom, home office, mudroom and more. Pool, lawn and gardens. Private and peaceful neighborhood.

(203) 253-1800
Contract Signed
Property for Sale at 17 Oneida Drive, Greenwich, Connecticut - Bedrooms: 4 
Bathrooms: 5  - $6,895,000 Previous PhotoNext Photo

17 Oneida Drive
$6,895,000

Greenwich, CT
House
Bedrooms: 4
Bathrooms: 5
Web ID: 120037

Breathtaking waterfront home, totally transformed into a stunning turnkey showcase. Set high above the water w/amazing water views of the Long Island Sound & Smith Cove, it is close distance to Greenwich Ave restaurants, train, park & ferry boats. Designed by VanderHorn Architects, great attention is given to providing sunlit rooms & well thought-out additions. Details include an elevator, 10' ceilings & custom cabinetry. The main floor boasts an open floor plan w/gourmet kitchen, dining & family rooms overlooking the water. There is a library and 2 offices. Upstairs, the primary suite has walk-in closets, stunning bath & deck. There are 2 additional ensuite bedrooms w/decks. The rooftop terrace has panoramic views of the Sound. Bonuses: pool, separate apartment, gym & 3 car garage.

(203) 253-1800
Contract Signed
Property for Sale at 398 Stanwich Road, Greenwich, Connecticut - Bedrooms: 6 
Bathrooms: 8.5  - $6,830,000 Previous PhotoNext Photo

398 Stanwich Road
$6,830,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 8.5
Web ID: 119917

This exquisite stone-clad Georgian Colonial underwent a complete renovation in 2021, seamlessly blending classic architectural details with a modern aesthetic. Nestled on two private, gated acres with picturesque lake views in mid-country, this home offers a serene retreat. Spanning over 13,000 sf, the interior has been meticulously remodeled to offer a fresh and stylish living space. Highlights include a new kitchen, updated baths, and a newly finished walk-out lower level. Throughout the home, you'll find hardwood floors, 10' ceilings, exquisite millwork, transom-topped windows, and four fireplaces. The main level boasts a grand double-height entry, an inviting entertainer's kitchen that opens to the breakfast room, elegant formal rooms, a cozy library, a wet bar in the family room, and a private bedroom suite. Ascend the stairs to the second floor, where the primary suite awaits with a spacious sitting room, a luxurious spa bath, generous walk-in closets, four additional en-suite bedrooms, and an...

(203) 253-1800

202 Round Hill Road
$6,795,000

Greenwich, CT
House
Bedrooms: 5
Bathrooms: 4.5
Web ID: 119963

Exquisite sunlit 5 BR Brick Georgian w slate roof is set down a long driveway on 2.53 acres in midcountry on Round Hill Rd. Dbl height entry with polished limestone floor opens to lovely LR w coffered ceil, Formal DR + office w bay window. Spectacular 2021 Christopher Peacock Kitchen w breakfast area + Fr doors to terrace. Fabulous family rm w vaulted ceil + beams. Handsome primary suite w luxury deep soak tub, shower + waterworks sinks, fixtures + marble flooring w radiant heat. Walkout finished LL w play + exercise rms. Expansive mudroom. Walk up attic w high ceilings. 2 powder rms, 2 laundries, 2 car garage. Beautiful pool + expansive terrace w outdoor kitchen. Brick walled garden w formal gardens + extensive landscaping. Zip line over meadow. Adj to open field/ conservation. Generator

(203) 253-1800
Contract Signed
Property for Sale at 26 Grahampton Lane, Greenwich, Connecticut - Bedrooms: 6 
Bathrooms: 7  - $6,750,000 Previous PhotoNext Photo

26 Grahampton Lane
$6,750,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 7
Web ID: 119886

Mid-Country Greenwich at its BEST. This classic colonial is private, quiet and central to town/schools/train. The heart of this elegant home is the custom chef's kitchen - designed for home cooks who like to entertain - and open to the family room where the ceilings soar to 18 feet. South-facing french doors/windows span the entire back of the home - including the formal living room, dining room and sun room - opening up to an expansive terrace. Perfect for outdoor dining and parties overlooking the pool and the private backyard with indoor/outdoor bath. Two-car attached garage plus a fully-equipped three-car carriage house/apartment just off the family room and next to the pool. 6/7 bedrooms and 2 home offices.

(203) 253-1800
Contract Signed
Property for Sale at 16 Hedgerow Lane, Greenwich, Connecticut - Bedrooms: 6 
Bathrooms: 7.5  - $6,750,000 Previous PhotoNext Photo

16 Hedgerow Lane
$6,750,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 7.5
Web ID: 120077

- Mid-country cul-de-sac off Lake Avenue; - 10 mins to Greenwich Avenue; - 7,743 sq feet tax card; - Extensively renovated 2024 (new roof, new floors, new kitchen, new boilers, new bluestone front and rear, updated exterior, systems, electrics, plumbing etc.); - Two primary suites; - Flat 2.11 acres designed by James Doyle; - 5 car garage; - Heated pool; - Separate in-law apartment with own entrance and infrastructure

(203) 253-1800
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