Waterside, CT homes for sale & real estate

Waterside, CT Homes for Sale

Ground-floor unit at the desirable Old Greenwich Gables. This one-bedroom residence includes a versatile den and a dining area off the kitchen. The living room features a fireplace and opens to a private terrace for outdoor relaxation. Enjoy community amenities such as a clubhouse, fitness center, and pool. Reserved parking and a storage unit are included. Just steps from Binney Park, the train, schools, and the village — with Greenwich Point only a short bike ride away.

Waterside, CT Homes for Sale

Tucked away on a private road in the Greenwich Cove Park Association, 8 Quintard Avenue offers deeded dock rights and exclusive water access—an exceptional lifestyle opportunity in the heart of Old Greenwich. Originally built in 1929, this beautifully preserved and thoughtfully updated Tudor is a timeless architectural gem. Rich in character and charm, it blends classic period details with modern amenities of living space. Sited on a rare, oversized 0.48-acre lot—unusually private and expansive for Old Greenwich—this home is a true standout in both style and setting. The inviting floor plan features high ceilings and an effortless flow between formal and informal spaces. A

Waterside, CT Homes for Sale

137 Shore Road offers an incredible opportunity in the heart of Old Greenwich. Perfectly situated near the village shops, train, schools and Tod's Point Beach, this level lot sits in one of the area's most desirable coastal neighborhoods. Renovate or build new to create your dream home in a location that combines small-town charm with seaside living. This home is more than just a property—it's the foundation for memory making in a neighborhood where homes are cherished for generations.

Waterside, CT Homes for Sale

Stunning Victorian in the Heart of Old Greenwich This beautifully updated 6-bedroom Victorian blends timeless turn-of-the-century charm with modern comfort on an oversized . 49-acre lot. Perfectly located south of the village of Old Greenwich, the home is just moments from the town beach, parks, shopping, and Metro-North trains. A gracious porte cochere welcomes residents and guests, leading to a classic wraparound porch ideal for relaxing or entertaining. Inside, the first floor features grand-scale rooms with high ceilings and new oversized windows that fill the home with natural light. Highlights include a spacious great room with two sitting areas and a fireplace, a home office with fi

Waterside, CT Homes for Sale

Perfectly placed just blocks away from the Old Greenwich train station—with an effortless ride into Grand Central—Old Greenwich School, Binney Park, and to Greenwich Point (Tod's Point), a coastal haven with panoramic views of New York City and Long Island. Close to coffee shop, bank, restaurants, post office, grocery store and other convenience stores. This Shore Colonial with 4,300 s. f. of living space and double sized lot, has been thoughtfully gut renovated and expanded to reflect both timeless style and modern convenience, with all brand new appliances, generator and complete mechanical system. Inside the home invites you into a bright, open floor plan crafted for relaxed

Waterside, CT Homes for Sale

On sought-after Keofferam Road in Old Greenwich, this property epitomizes coastal charm and timeless appeal. Just eight houses from the water and moments to both Tod's Point Beach and the village, this home presents a unique opportunity to create a legacy estate. Salty breezes, sandy mornings, and evenings in town make life here feel effortless—this is more than a home, it's a lifestyle.