Waterside Real Estate

Welcome to Waterside, a hidden gem nestled in the vibrant city of Stamford, Connecticut. This picturesque neighborhood offers a perfect blend of coastal charm and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Waterside is renowned for its stunning waterfront views and serene atmosphere, providing residents with a peaceful retreat from the hustle and bustle of city life. The neighborhood boasts a rich tapestry of parks and green spaces, perfect for leisurely strolls, picnics, or enjoying a sunny afternoon with friends and family. The nearby Cummings Park, with its sandy beach and recreational facilities, is a favorite spot for both relaxation and outdoor activities.

For those who enjoy dining and shopping, Waterside does not disappoint. Just a stone’s throw away, you’ll find a diverse array of restaurants, cafes, and boutiques that cater to every palate and taste. The local community embraces a vibrant lifestyle, with regular events and gatherings that foster a strong sense of belonging among residents.

Education is a top priority in Waterside, with access to quality schools and educational resources that make it an attractive option for families. The neighborhood’s close-knit community and safe environment ensure that children can thrive and grow in a nurturing setting.

With its prime location, stunning natural beauty, and welcoming atmosphere, Waterside in Stamford, CT, is more than just a place to live; it’s a place to call home. Discover the charm and warmth of Waterside, where every day feels like a vacation by the sea.

Newest Listings in Waterside

$999,000

6 Beds ⋅ 3 Baths ⋅ 24194303 MLS

Well maintained property in Stamford's Waterside neighborhood, offering a compelling opportunity for owner occupants and investors. Please note the home is legally a two family, but is currently configured as four separate living units. The basement unit includes 1 bedroom, a living room area, and a full bathroom, with room for a buyer to add a kitchenette and complete the space. 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 1 bedroom studio style unit with a full kitchen and full bathroom. The second floor is the largest unit, featuring 4 bedrooms, a full kitchen, a full bathroom, and a living room area. The property heat is served by one furnace for the entire home but had has 2 separate electric meters. Additional features include public water and public sewer, natural gas heat, and vinyl siding. There is plenty of parking, with room for various vehicles in a paved private driveway. The area is also zoned for commercial and industrial use. Conveniently located near parks, medical facilities, public transportation, shopping, commuter bus routes, and walk to bus lines.

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

$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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