Old Greenwich, CT Houses for Sale with Water View

''Chateau Chadeline'' is an architectural landmark,located in prime mid country on Lake Avenue. This impressive stone manor has undergone a complete renovation. There are 6 spa-like ensuite bedrooms, 2 saunas, a restored guest cottage, heated pool, Har-Tru tennis court and dock. This 1903 treasure is sited high on 2.83 acres with sights and sounds of 3 cascading waterfalls. Original

Mary Jones Sotheby's International Realty

Direct waterfront located on one of Riverside's prestigious roads, this stone & shingle home designed by noted architectural firm Austin, Patterson & Disston and built by award winning premier builders Hobbs Construction. All public rooms and most private overlook the 1.6 waterfront acres. The expansive parklike backyard is bookended with a 75' lap pool and steps leading to the waters edge,

Robin Kencel Compass Connecticut, LLC

Live the ultimate coastal lifestyle in this spectacular 5BR, 4.5BA Shingle-style waterfront home with private dock and jaw-dropping views of Greenwich Cove! Located on sought-after Shore Rd, just a short distance to Tod's Point, this 4,758 sq ft turn-key gem stuns with soaring ceilings, radiant heated hardwood floors, elegant millwork, and walls of windows that flood the space with natural light.

Nora Giovati BHHS New England Properties

Extraordinary, turn-key modern home located in one of Old Greenwich's most desired and idyllic locations, within close proximity to the beach at Tod's Point and the village. This exquisite home is set on an oversized flat lot in the Binney Lane Association, not in the Flood Zone. Incredible attention to detail is evident throughout the 8000+ sf of living space, spanning 4 floors. The main floor

Jeffrey Jackson Corcoran Centric Realty LLC

Impeccably constructed colonial in Greenwich's Golden Triangle on 1.35 acres with pool bordered by a scenic pond. A double-height foyer leads to the formal living room and library, both with fireplaces. Chef's kitchen adjoins the family room with fireplace, butler's pantry, and formal dining room. French doors open to terrace with heated pool, barbecue and firepit. Mudroom and attached 4-car

Joseph Barbieri Sotheby's International Realty

Build your legacy in one of Greenwich, CT's most sought-after downtown gated communities. Approved plans and ready to break ground with local Award winning developer, Greenwich Custom Homes. A magnificent estate will be built with precision and finished with elegance, continuing to raise the bar for the finest living in Greenwich CT. This waterfront Georgian Colonial blends timeless elegance with

Brian Milton Compass Connecticut, LLC

This stately prewar stone manor, located in the exclusive gated community of Milbrook, has been thoughtfully expanded and reimagined for modern living while preserving its timeless elegance. Stepping into the grand foyer, graced with a beautiful curved staircase, the home reveals its extraordinary character and sophistication.Designed for both comfortable living and exceptional entertaining,

Sarah Muir Houlihan Lawrence

Hidden beyond a private gated drive, majestically sited atop 5.5 enchanting acres, Fox Lair reveals herself. A 1938 English manor reimagined for today, timeless architectural detail meets modern updates resulting in a home equally suited to formal entertaining or the rigors & joys of family life. The romance of a bygone era blends seamlessly with the spacious gourmet kitchen, family

Julie Grace Burke Compass Connecticut, LLC

See Video....Welcome to your dream vacation-like setting! This bright and spacious 5 bed 7 bath property boasts a tranquil ambiance with stunning sunsets that will take your breath away. Perfect for cozy evenings looking at the water. Multiple options for offices including bonus space above the garage are the perfect Zoom refuge. Entertain and relax on the inviting patios while taking in the

Christian Perry Sotheby's International Realty

78 Khakum Wood occupies a premier position in one of Greenwich's most distinguished private enclaves. Originally envisioned by Newton Phelps Stokes and developed in collaboration with the renowned Olmsted Brothers, this exceptional property is set on 2.95 beautifully landscaped acres. The residence showcases its charming Tudor architecture with the characteristic pitched gabled roof, decorative

Deborah Huffard Houlihan Lawrence

Welcome to this spacious 4-bedroom, 3-full bathroom home tucked away on a private drive with peaceful winter water views of the Mianus River. Located in the sought after North Mianus and Eastern school districts! This home is in great condition, offering a bright and open layout perfect for both everyday living and entertaining.Enjoy a large living room with plenty of natural light, an

Maristela Bayer BHHS New England Properties

Waterfront living at its finest. Situated directly on the Long Island Sound, this 4+ bedroom, 4-bath residence offers 75 feet of sweeping, unobstructed frontage-placing the shoreline quite literally at your doorstep. At low tide, a private sandy stretch emerges, creating a beachfront setting ideal for launching kayaks, paddle boards, or mooring a boat. Inside, light-filled interiors flow

Ryan Dichter Compass Connecticut, LLC

Experience the art of gracious living in this exquisite residence, where every detail has been thoughtfully curated for comfort, style, and effortless functionality. A grand marble-floored foyer sets the tone, leading to a formal dining room and a dramatic living room adorned with a tray ceiling, a stately marble fireplace, and French doors that open to an expansive terrace -ideal for

Leslie McElwreath Sotheby's International Realty

Set on nearly 2 acres in one of Riverside's most coveted waterfront enclaves, this elegant colonial offers refined living and a sense of privacy and tranquility. A new cedar roof just completed in 2025. The first level features a living room with fireplace, expansive family room, formal dining room, and sunny gallery passageway with French doors. Access the secluded back patio from the open

Remy Cook Corcoran Centric Realty LLC

Available for the 1st time in over 50 years, this stunning waterfront property offers 180 degree Southern views from East to West over Greenwich Cove from its 100 feet of private shoreline. Remodel or build the waterfront home of your dreams on this .36 acre level property which includes a dock. This cape style home offers long water views over Greenwich Cove from many rooms including 3 exposures

Elizabeth Smith William Raveis Real Estate

Peace and tranquility amid 7.37 lush acres, just minutes from Downtown Greenwich: this is Harkaway Farm, a distinguished Georgian Colonial estate set behind stately stone pillars and impressive gates. A meandering drive carries you over a stone bridge fording a gentle stream, to the recently transformed home. Framed by idyllic views of Oakley Pond, the light-filled 11,000+ square foot manor

Francine Ehrlich Sotheby's International Realty

Direct waterfront on beautiful Mianus Pond in Riverside. 4 bedroom/4bathroom spacious home with fenced-in yard, off street parking, large shed and licensed dock. New roof 2023, newer mechanicals 2016 and open permit for minor kitchen expansion and renovation. Recent survey available. Bring your kayak and fishing pole and enjoy!

James Capparelle Coldwell Banker Realty

Welcome to the well maintained charming 415 West Ave. A must see to get the full beauty. This classic 1927 colonial-style home occupies a lush 0.30acre lot, offering privacy and a beautiful outdoor setting. With 3 bedrooms and 1.5 baths across approximately 1,900 sqft, it features original character, including a wood-burning fireplace and a layout ripe for entertaining. Upstairs, three bright

Jennifer Baukol Coldwell Banker Realty

This timeless Colonial, completely rebuilt in 2002, offers sun-filled living with hardwood floors and water views from several rooms. The main level includes a living room with fireplace, formal dining, family room, and a kitchen with island, stainless appliances, quality cabinetry, and ample counter space, plus a mudroom to a wisteria-covered deck. A versatile office/bedroom and half bath

Linda Blackwell Houlihan Lawrence

Experience luxurious waterfront living in this stunning home in the coveted Shippan Point neighborhood, offering breathtaking water views, seamless indoor-outdoor entertaining spaces, & exclusive access to the ALC association's private park, beach, & playground with an annual membership. The open-concept first floor features a gourmet kitchen with a gas Wolf Range, Sub-Zero refrigerator,

Dannel Malloy NestSeekers International

Nestled on a scenic knoll in the heart of Greenwich, just moments from downtown & directly across from the picturesque Bruce Park, this fully renovated home offers the perfect blend of timeless mid-century design & modern luxury. Boasting an open-concept layout, the sun-drenched interior features three spacious bedrooms & two elegant bathrooms. The gourmet kitchen flows effortlessly into the

Danielle Claroni Sotheby's International Realty

Lucas Point Association Fabulous shore colonial on oversize corner lot with private beach ,dock and boatyard.A rare find, first time on the market in 60 years...Steps from Tod's Point, and close to Old Greenwich Village and Train

John Horan William Raveis Real Estate

Spectacular Waterfront Living in Lucas Point!Wake up to breathtaking sunrise views of Long Island Sound from this stunning Nantucket-style coastal retreat, nestled in the heart of sought-after Lucas Point. Just a short stroll to the private association beach, boat dock, and iconic Tod's Point, this home is your gateway to the ultimate Greenwich lifestyle.Thoughtfully designed for

Robert Johnson Brown Harris Stevens CT, LLC

This beautifully designed home offers grand living space with modern luxury. 4 Spacious Bedrooms + den/study, gorgeous Living room, formal dining room, gourmet kitchen with 2 refrigerators, family room overlooking large backyard Basement is equipped with wet bar/island and great for entertainment.Quiet tree lined street yet convenient to all. Binney park, Library, charming shops/restaurants,

Miyoko Matsuo Relo Redac Inc

Experience unparalleled luxury in this extraordinary custom-built Riverside waterfront residence. Nestled on 1.45 acres with 9,418 square feet of living space, this exceptional home, designed by acclaimed architect Cormac Byrne, boasts a seamless open-concept layout that promotes effortless flow throughout. Soaring ceilings and expansive windows flood the interiors with natural light,

Stephen Archino Sotheby's International Realty

With breathtaking views of Long Island Sound, this custom-built Mediterranean-style home is nestled in an exclusive gated community known as Quarry Farm in Belle Haven. Featuring a terracotta-tiled roof, this luxurious home boasts 6-bedrooms and 6.3 baths on 4.7 acres of land. The central courtyard, which serves as the heart of the home, is surrounded by common living areas with extra-height

Jennifer Ho Douglas Elliman of Connecticut

Prestigious Waterfront Estate at Wallack's Point Experience the pinnacle of coastal luxury with this once-in-a-lifetime opportunity to own 1.46 acres of DIRECT Long Island Sound frontage in the gated enclave of Wallack's Point. With sweeping, unobstructed water views and nightly sunsets that feel like art, this premier waterfront property is among the most coveted on the Connecticut shoreline.

Carla Kupiec William Raveis Real Estate

This unparalleled custom-built modern waterfront estate, winner of 2021 HOBI-award, is a true oasis with 300'+ water frontage, pool, guest house, boat house, spa, expansive terraces integrated with gardens and deep water pier. Joeb Moore + Partners, Arthur Dunnam for Jed Johnson Studio, Reed Hilderbrand & Prutting Custom Builders collaborated on this spectacular LEED certified 13,428 sf compound

Ellen Mosher Houlihan Lawrence

Experience panoramic views from this 1.5-acre waterfront estate. The views stretch across the Long Island Sound from Greenwich to Oyster Bay, allowing you to enjoy both sunrises and sunsets over the water- all in complete privacy from neighboring properties. This one-of-a-kind distinctive contemporary offers a truly unique blend of cutting-edge modern design and historic charm, complete with

Julie Church Houlihan Lawrence

Experience unparalleled luxury in this extraordinary custom-built Riverside waterfront residence. Nestled on 1.45 acres with 9,418 square feet of living space, this exceptional home, designed by acclaimed architect Cormac Byrne, boasts a seamless open-concept layout that promotes effortless flow throughout. Soaring ceilings and expansive windows flood the interiors with natural light,

Stephen Archino Sotheby's International Realty

In the gated Quarry Farm neighborhood of the enchanting Belle Haven Association with 24hr security, this property offers a unique opportunity to renovate or build new, 16,000+ sq ft waterfront home. Overlooking Byram Harbor and Long Island Sound, the current 6-bedroom house sits on 2.78 acres with a pool, adjacent to a 1.09-acre protected lot. Once a quarry and later acquired as part of the

Joseph Barbieri Sotheby's International Realty

1st house on Belle Haven peninsula offers bucolic commuter convenience in a most sought-after enclave overlooking Greenwich Harbor. Positioned atop slope with outstanding Harbor views, this 5 bed, 3 full & two half bathroom residence spans 3,598 sqft. Cleverly renovated to maximize water views with upgraded systems & interior improvements, this home marries smart functional privacy with today's

Meg McAuley Kaicher Coldwell Banker Realty

36, 38 and 0 Game Cock Road make up this 1.1+ acre island property that has been enjoyed as a multi generational family compound. One of only a few Island properties in Greenwich, let alone the Connecticut shoreline, to have it's own private bridge for access. The property boasts a 7 bedroom, 5 bath 6166 SQ FT main house, 3 en-suite bedroom 3238 SQ FT guest house, boathouse for entertaining,

Brett Smith Brown Harris Stevens CT, LLC

Enjoy the beauty of a waterfront neighborhood without the worry. This renovated home sits high above the flood zone, offering 4 bedrooms, 3 full bathrooms, a bright eat-in kitchen, inviting living room and family room and attached two-car garage. Step outside to a generous backyard designed for both relaxation and entertaining, complete with a large deck, dining and play space. For boating

Meg McQuillan Sotheby's International Realty

Overlooking Long Island Sound and the NYC skyline, this extraordinary Riverside estate sits on 1.35 acres at the end of a quiet, tree-lined cul-de-sac. Offering breathtaking, unobstructed water views from nearly every room, the three-story Colonial home blends timeless coastal charm with modern luxury. Completely renovated in 2022 and thoughtfully updated over the years, the main house features a

Julie Church Houlihan Lawrence