Waterside Real Estate

Welcome to Waterside, a hidden gem nestled in the vibrant city of Stamford, Connecticut. This charming neighborhood, located in Fairfield County, offers a perfect blend of coastal beauty and urban convenience, making it an ideal place to call home.

Waterside is renowned for its picturesque waterfront views and a serene atmosphere that invites relaxation and leisure. Residents enjoy easy access to the Long Island Sound, where they can indulge in various outdoor activities such as kayaking, sailing, and leisurely strolls along the scenic shoreline. The area is also dotted with lush parks and green spaces, perfect for picnics, jogging, or simply soaking in the sun.

The community boasts a rich tapestry of culture and diversity, with a variety of local restaurants, cafes, and shops that cater to every taste. Whether you're in the mood for a cozy brunch spot or a fine dining experience, Waterside has something to satisfy your culinary cravings. The neighborhood also hosts vibrant events throughout the year, fostering a strong sense of community among residents.

For families, Waterside is served by excellent schools and offers a safe environment for children to grow and thrive. The proximity to Stamford's bustling downtown area means residents can enjoy the best of both worlds—tranquility at home and the excitement of city life just minutes away.

With its stunning waterfront, welcoming community, and convenient location, Waterside is more than just a neighborhood; it’s a lifestyle waiting to be embraced. Come and discover the charm of Waterside, where every day feels like a vacation!

Newest Listings in Waterside

$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

$879,000

3 Beds ⋅ 2 Baths ⋅ 24184510 MLS

Welcome to a rare opportunity offering a beautifully renovated charming single-family home, ideally situated in one of the area's most desirable coastal communities. Whether you're seeking a primary residence, a multi-generational living arrangement, a lucrative investment property, or the perfect weekend retreat, this versatile home delivers modern comfort, flexibility, and an exceptional lifestyle just moments from the shoreline. The main-level residence features a bright and inviting two-bedroom, one-bath layout with hardwood floors throughout, 8'3" ceilings, and oversized windows that fill the home with natural light. The renovated kitchen boasts quartz countertops, crisp white cabinetry, stainless steel appliances, a dishwasher, microwave, and abundant storage. Additional highlights include an in-unit washer and dryer, spacious bedrooms with generous closet space, and direct access from the primary bedroom to a stunning private deck overlooking the professionally landscaped backyard. Perfect for morning coffee, outdoor dining, entertaining, or relaxing at sunset, this outdoor retreat enhances everyday living. The upper-level residence offers an equally impressive one-bedroom, one-bath layout with an open-concept design, hardwood flooring, soaring 10-foot ceilings, oversized windows, and ceiling fans throughout. The stylish kitchen is appointed with quartz countertops, elegant cream cabinetry, stainless steel appliances, a dishwasher, microwave,

10 Wells 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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