Waterside Real Estate

Waterside Real Estate

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

Waterside is renowned for its stunning waterfront views and serene atmosphere. Residents can often be found enjoying leisurely strolls along the scenic shoreline or unwinding in the lush parks that dot the area. The neighborhood’s proximity to Long Island Sound means that water activities such as kayaking, sailing, and fishing are just steps away, providing endless opportunities for outdoor enthusiasts.

One of the standout features of Waterside is its strong sense of community. The area boasts a diverse population, fostering a welcoming environment where neighbors become friends. Local events, farmers’ markets, and community gatherings are frequent, allowing residents to connect and celebrate the unique charm of Waterside.

In terms of amenities, Waterside offers a variety of dining and shopping options. From quaint cafes to upscale restaurants, there’s something to satisfy every palate. Additionally, the nearby Stamford Town Center provides an array of retail shops and entertainment venues, ensuring that residents have everything they need within reach.

Families will appreciate the excellent educational institutions available in and around Waterside, as well as the numerous recreational facilities that cater to children and adults alike. With its blend of natural beauty, community spirit, and convenient access to urban amenities, Waterside truly stands out as a desirable place to call home in Stamford, CT. Whether you’re looking to settle down or invest, this neighborhood is ready to welcome you with open arms.

Newest Listings in Waterside

$999,000
6 Beds ⋅ 2 Baths ⋅ 24192292 MLS
Outstanding value-add opportunity in Stamford! This spacious two-family property offers approximately 2,378 SF of currently recorded living area, with each unit presently laid out with 3 bedrooms, a living room and a dining room, providing significantly more functional space than the original configuration. What truly sets this property apart is its renovation potential. The seller has renovation plans and a building permit supporting improvements to both the basement and third-floor/attic areas. The basement has an approximately 1,181 SF footprint, with the permitted scope including 1 bedroom, 1 full bath and wet bar as an extension of the first-floor unit. The permit also provides for connection of the attic to the second floor for storage. With 2,378 SF of existing recorded living area plus substantial additional basement and attic/storage space, this property presents tremendous upside for investors, owner-occupants or buyers looking to renovate and maximize a multi-family asset. Located in an established Stamford residential neighborhood with convenient access to shopping, restaurants, transportation, downtown Stamford and major commuting routes. A rare opportunity to acquire a two-family property with existing space, renovation plans, permits and significant value-add potential. Buyer to perform due diligence regarding plans, permits, approvals & allowable sqft.

604 Fairfield Ave, Stamford
$975,000
6 Beds ⋅ 4 Baths ⋅ 24198263 MLS
ATTENTION INVESTORS AND/OR BUILDERS! OPPORTUNITIES ARE KNOCKING ON YOUR DOOR! COME SEE THIS MEGA 2-FAMILY HOME FEATURING 3,200 SQUARE FEET AND SITTING ON A MASSIVE .24 ACRE LOT WITH 2 DETACHED CAR GARAGE. WHETHER YOU CHOOSE TO RENOVATE OR TEAR DOWN THE EXISTING STRUCTURE TO BUILD FROM SCRATCH, THE OPPORTUNITY IS THERE. THE UNITS ARE SIDE BY SIDE. THE CURRENT LAYOUT IS 3 BEDROOMS, ONE FULL BATH AND A HALF IN EACH UNIT. THE LEFT UNIT FEATURES A PARTIALLY FINISHED BASEMENT. WASHER AND DRYER HOOKUPS ARE IN BOTH UNITS. EASY COMMUTE TO HIGHWAYS, TRAINS, BEACHES, SHOPPING CENTERS, RESTAURANTS, AND THE VIBRANT DOWNTOWN OF STAMFORD. VERY CONVENIENT LOCATION! FULL OF POTENTIAL! BRING YOUR BUYERS, INVESTORS, ENTREPRENEURS, ETC! HOUSE TO BE SOLD IN "AS IS" CONDITION.

511 Fairfield Ave, Stamford
$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
$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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