
Portland, Maine, is on the cusp of a dramatic change as the city prepares for the construction of its tallest building. The ambitious plan, known as the Old Port Square development, promises to redefine the city’s skyline and set a new standard for urban living and hospitality in the state.
Portland’s Skyline Set for Transformation

The proposed development will include a 30-story tower, which, at 380 feet, will surpass Portland’s current tallest structure, the Federal Street building. The Old Port Square project is set to become the new focal point of the city, reshaping both the physical and economic landscape of downtown Portland.
The Visionary Developer: Tim Soley & East Brown Cow

The brainchild of Tim Soley, the president of East Brown Cow, the project has been in the works for over 16 years. Soley’s development firm has quietly been acquiring properties in the area, positioning Old Port Square as the next big leap in revitalizing Portland’s urban core. Soley is excited about the future of the city, noting its transition into a bustling hub for retail and urban living. “We have a city that is now rebirthing for retail activity, for people living downtown once again,” he explained, highlighting the growing demand for urban spaces.
The Tower: A New Height for Portland

At the heart of Old Port Square is the towering 380-foot structure. The new development will house a combination of residential and hospitality spaces, with luxurious amenities on the upper floors. A sky lobby, along with a high-end restaurant, will crown the tower, offering panoramic views of the White Mountains and Casco Bay. With this innovative design, the Old Port Square tower will become the tallest building in Maine, elevating Portland’s status on the national architectural map.
Mixed-Use Development: Blending Residential, Hospitality & Retail

The tower will not be the only feature of Old Port Square. The broader development plan includes the revitalization of surrounding buildings, which will house modern retail outlets, restaurants, and office spaces. The project’s focus on mixed-use spaces reflects the growing demand for vibrant, walkable urban areas. With the inclusion of residential units, public spaces, and an abundance of parking, the development is designed to serve both the local community and visitors alike.
A New Icon: The Sky Lobby & Restaurant

One of the key highlights of the tower will be its sky lobby and rooftop restaurant, which will offer visitors and residents stunning 360-degree views. The sky lobby will provide a unique public space at the top of the building, while the restaurant will offer unparalleled views of Portland and its surrounding natural beauty. This addition is expected to become one of the city’s most sought-after dining destinations.
Old Port Square: A Community-Centered Vision

The Old Port Square development is about more than just creating a tall building. The plan is to bring new life to an area that has long been underutilized. The inclusion of green spaces and pedestrian-friendly streets will enhance the public realm, creating an environment where residents and visitors can come together to enjoy Portland’s urban vibe. “We have a project that will activate the space, bringing in more residents and visitors to the heart of Portland,” said Kevin Kraft, Portland’s director of Planning and Urban Development.
Economic Impact: A Game-Changer for Portland

The economic implications of the Old Port Square development are significant. Local business leaders are optimistic about the project’s potential to stimulate growth and inject fresh energy into the downtown area. Cary Tyson, executive director of Portland Downtown, sees the project as a catalyst for further development, particularly in areas like 55 Union Street, which is currently home to little more than a drive-thru ATM. Tyson believes that the development of these spaces will activate the neighborhood and contribute to Portland’s growing appeal as a destination city.
The Road to Approval: Next Steps for Old Port Square

For the Old Port Square project to move forward, it must first receive approval from Portland’s planning board. If the plan passes through the necessary regulatory processes, construction could begin in the following years. The project is expected to face intense scrutiny, but developers are confident that it will pass with support from both the city and the community.
Looking Ahead: Old Port Square’s Lasting Impact

As Portland continues to grow and evolve, the Old Port Square development could have a major impact on the city’s future. The proposed project reflects Portland’s commitment to embracing innovation, luxury, and sustainability. With the tallest building in Maine as its centerpiece, Old Port Square is poised to become an iconic landmark and a symbol of Portland’s dynamic urban transformation.
