Waterside Real Estate

Welcome to Waterside, a charming neighborhood nestled in the vibrant city of Stamford, Connecticut. Known for its picturesque waterfront views and a warm sense of community, Waterside offers a unique blend of suburban tranquility and urban convenience.

As you stroll through the tree-lined streets, you’ll find beautifully maintained homes that reflect the neighborhood’s rich history and character. Waterside is particularly appealing to families and professionals alike, thanks to its proximity to top-rated schools, parks, and recreational facilities. The scenic waterfront provides ample opportunities for outdoor activities, whether you’re kayaking in the harbor or enjoying a leisurely walk along the shoreline.

One of the standout features of Waterside is its strong sense of community. Residents take pride in their neighborhood, often gathering for local events and festivals that celebrate the diverse culture of Stamford. With a variety of dining and shopping options just a stone's throw away, you’ll never run out of places to explore. From cozy cafes to upscale restaurants, there’s something to satisfy every palate.

For those who commute, Waterside’s location is ideal, offering easy access to major highways and public transportation. The Stamford train station is just minutes away, making it a breeze to reach New York City for work or leisure.

In Waterside, you’ll discover not just a place to live, but a vibrant lifestyle filled with community spirit, natural beauty, and convenience. Come and experience the charm of Waterside, where every day feels like a retreat!

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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