Waterside Real Estate

Welcome to Waterside, a hidden gem nestled in the vibrant city of Stamford, Connecticut. This picturesque neighborhood is renowned for its serene waterfront views and a rich blend of urban convenience and suburban charm. With its close-knit community atmosphere and lush green spaces, Waterside offers a perfect retreat for families, young professionals, and retirees alike.

One of the standout features of Waterside is its stunning waterfront access. Residents can enjoy leisurely strolls along the scenic coastline, with picturesque parks and walking trails that provide breathtaking views of Long Island Sound. The neighborhood is also home to a variety of recreational opportunities, including boating, kayaking, and fishing, making it an ideal spot for outdoor enthusiasts.

Waterside boasts a diverse range of housing options, from charming single-family homes to modern condos, catering to various lifestyles and budgets. The community is known for its well-maintained streets and beautifully landscaped gardens, creating an inviting atmosphere for all who call it home.

Families will appreciate the proximity to highly-rated schools and educational institutions, ensuring that children receive a quality education. Additionally, the neighborhood's location allows for easy access to Stamford's bustling downtown area, where residents can indulge in an array of dining, shopping, and entertainment options.

With its perfect blend of tranquility and accessibility, Waterside is more than just a place to live; it’s a lifestyle. Discover the charm of this delightful neighborhood and experience the warmth of community living in Stamford, Connecticut. Your dream home awaits in Waterside!

Newest Listings in Waterside

$999,000

9 Beds ⋅ 3 Baths ⋅ 24194303 MLS

Well-maintained property in Stamford's Waterside neighborhood, offering a compelling opportunity for owner-occupants and investors. Legal two-family, The basement is partially finished with a full bathroom, The first floor has two units with separate entrances: one offers 3 bedrooms, a full kitchen, a full bathroom, and a living room, while the other is a Studio-style unit with a kitchenette and full bathroom. The second floor is the largest unit, featuring 4 bedrooms, a full kitchen, a full bathroom, and a living room area. These property was remodeled with sheetrock, all plaster was removed. Flood insurance needed.

19 Davenport St, Stamford

$845,000

3 Beds ⋅ 2 Baths ⋅ 24187753 MLS

Fully renovated and move-in ready, this 3-bedroom home offers approximately 1,700 square feet of thoughtfully updated living space. The interior features a bright, open layout with a brand-new kitchen complete with modern cabinetry, quality countertops, and stainless steel appliances. All major systems have been updated, providing peace of mind and low maintenance for years to come. The home includes three well-sized bedrooms, updated bathrooms with contemporary finishes, and new flooring throughout. Additional improvements include updated electrical, plumbing, HVAC and windows. Outside, enjoy a private yard ideal for entertaining, relaxing, or future expansion. Conveniently located on the Stamford/Greenwich border with easy access to major commuter routes, this home offers both convenience and connectivity to nearby shopping, dining, and amenities. A turnkey opportunity for buyers seeking quality, comfort, and location. Professional photos to be uploaded.

11 Hendrie Ct, Stamford

$1,425,000

6 Beds ⋅ 4 Baths ⋅ 24185598 MLS

An excellent opportunity for income generation or multigenerational living, this beautifully maintained two-family home is located on a quiet street in Stamford's desirable Waterside neighborhood. Thoughtfully renovated and updated throughout, the property features modern kitchens, renovated bathrooms, and stylish flooring, making it truly move-in ready. The upper unit is a spacious 3-bedroom residence featuring an inviting oversized foyer, a bright sunroom/office that provides additional living space, and a large private deck-perfect for barbecues, entertaining, or relaxing outdoors. This newly renovated unit is rented for $4,300 per month (the lease is signed and starts on August 15th). The lower unit #1 offers 3 bedrooms and is currently rented on a month-to-month basis at $4,500 per month, which is below market rent, creating an excellent opportunity to increase income potential for the next owner. It also includes a finished basement with plenty of storage, a bar area, a separate walk-out exit, and access to the garage, adding valuable additional space and convenience. A private deck overlooking the backyard creates a peaceful outdoor retreat. With a private backyard, multiple outdoor living spaces, quality updates throughout, and finished basement access, this property offers an ideal blend of comfort, flexibility, and long-term value.

92 Burwood Ave, Stamford

$2,599,000

15 Beds ⋅ 15 Baths ⋅ 24148165 MLS

New Construction - Units are now completed with Certificate of Occupancy. rented at $3,500. each with leases beginning on July 1, 2025. Low maintenance 5 unit townhouses. Each unit has 3 bedrooms and 3 bathrooms. There are 12 parking spaces in all and washer/dryer in each unit. Attic storage. Alarm system with camera. All separate utilities. Walk to the Stamford Train Station and minutes to Stamford downtown and Harbor Point shopping, restaurants and bars. These units are perfect for a 1031 tax exchange.

281 Greenwich Ave, Stamford

$2,599,000

15 Baths ⋅ 24148010 MLS

New Construction - less than 1 year old. All 5 units (3BRs, 3 Baths each) are rented for $3,500/month each. Great project for an investor, nothing to do. Tenants are responsible for their own utilities. Washer/Dryer in all units plus attic storage. All separate utilities. Walk to Stamford Train Station and minutes to Stamford downtown and Harbor Point shopping, restaurants and bars. Complex was begun in 2024, but completed in 2025 These units are perfect for a 1031 Tax Exchange

281 Greenwich Ave, Stamford

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