Stunning Water-View Multi-Family Estate with THREE INDEPENDENT RESIDENCES! Exceptional value-priced for an immediate sale. 111 Rochelle Street - a rare and elegant multi-family estate located at the coveted southern tip of City Island. This stately 1920s property features THREE INDEPENDANT RESIDENCES, offering exceptional versatility for multi-generational living, and rental income. Surrounded by sweeping water views and the tranquil sounds of sailboats from the nearby Morris Yacht & Beach Club, the property captures the unmistakable charm of coastal living while remaining just 20 minutes from Manhattan. Combining timeless character, generous living space, and an unparalleled waterfront setting, this is a rare opportunity to own one of City Island's most distinctive properties. Property Overview • Front Building: Approx. 3,160 sq ft - two separate residences ("East" & "West") • Rear Cottage: Approx. 340 sq ft • Lot Size: Approx. 7,000 sq ft (100 ft x 70 ft) ________________________________________ East Residence - "111 Rochelle Street East" Currently serving as the owner's primary residence, this beautifully updated five-bedroom home spans approximately 2,107 square feet across three spacious levels. A breezy front porch welcomes you with views of the Long Island Sound, evoking a sense of coastal calm and tranquility. Inside, a circular-flow layout creates an open and airy feel, enhanced by oversized windows, high ceilings, and a large bay window with built-in seating. The expansive kitchen is a chef's dream, featuring generous counter space, abundant cabinetry, and a full bathroom. French doors lead to a stunning oversized 16' x 18' deck, ideal for alfresco dining and entertaining. The adjacent dining room, centered around a beautiful fireplace, provides an inviting setting for gatherings. Upstairs, the second level features a generous primary bedroom, two additional bedrooms (one currently configured as an office), and a beautifully renovated full bathroom. The third floor offers exceptional flexibility, with two bedrooms and an open-concept living area ideal as a family room, guest suite, fitness space, studio, or additional workspace. The residence has been thoughtfully renovated with a modern coastal aesthetic while preserving its timeless prewar character. ________________________________________ West Residence - "111 Rochelle Street West" A separate and equally charming residence rich in classic prewar elegance, this home offers approximately 1,053 square feet of living space adorned with original period details throughout. A curved hand-carved oak staircase serves as a striking centerpiece, complemented by soaring ceilings and original moldings. The main level features two spacious entertaining rooms and a kitchen with direct access to the backyard. Upstairs are two comfortable bedrooms and a full bathroom. ________________________________________ The Cottage - Newly Renovated Guest House Nestled at the rear of the property, this enchanting guest cottage offers its own private slice of island living. Features include: • Queen-sized Murphy bed • Full bathroom • Lofted sleeping/storage area • Compact yet functional kitchenette • Approx. 340 sq ft Ideal for guests, rental income, a home office, or an artist's studio. ________________________________________ Full unfinished basement in excellent condition & two driveways accommodating up to four cars. ________________________________________ The City Island Lifestyle City Island is one of New York City's hidden gems - a tight-knit waterfront community with the character and charm of a New England coastal village. Home to yacht clubs, private beaches, art galleries, boutique shops, and celebrated dining destinations, the island offers a lifestyle unlike anywhere else in the city. Residents enjoy: • A true beach-town atmosphere • Low taxes and strong city services • Easy access to Manhattan via car or public transit • Excellent schools, library, post office, and local amenities • Active boating, social, and cultural communities