Eastport
The Newest Town Square in The Villages
Introduction
Eastport is the newest and most modern of all The Villages town squares, designed with a distinctive Mid-Century Coastal aesthetic that sets it apart from the more traditional squares to the north. Opened as part of The Villages' ongoing southern expansion, Eastport brings a fresh, contemporary energy to the community — think clean lines, light coastal tones, and airy gathering spaces that feel distinctly different from the Spanish Colonial, Old Florida, and Western themes of the older squares. The square is anchored by a waterfront setting that takes full advantage of its lakeside location. A broad promenade wraps the water, with restaurants and shops opening directly onto the boardwalk so you can dine or browse with lake views in every direction. An open-air entertainment pavilion hosts the same free nightly live music that has made The Villages famous — typically running 5–9 PM and 6–10 PM during the summer — giving Eastport a lively, resort-style atmosphere as the sun goes down. Beyond dining and entertainment, Eastport was planned as a true neighborhood hub. A modern recreation center with a resort-style pool sits nearby, and the whole district is laced with golf cart paths that connect it to the surrounding southern neighborhoods. Because Eastport serves the fast-growing southern end of The Villages, many of our vacation rentals in this area are just a 5–10 minute golf cart ride away — making it the most convenient square for guests staying in the newest communities south of State Road 44.
Key Features
The newest town square in The Villages with Mid-Century Coastal architecture
Waterfront promenade with lakeside dining and shopping
Free nightly live music at the open-air entertainment pavilion
Modern recreation center with a resort-style community pool
Anchors the rapidly growing southern neighborhoods, just 5–10 min by golf cart
Contemporary restaurant concepts you won't find at the older squares
Connected to surrounding communities by dedicated golf cart paths
Easy access to nearby championship golf courses
Gallery
Frequently Asked Questions
How far is Eastport from the other town squares?
Eastport is the southernmost town square, so it's the most convenient option for guests staying in the newest southern communities. From central or northern parts of The Villages it's a longer golf cart ride, but Eastport is intentionally positioned to serve the expanding southern neighborhoods.
Is there live music at Eastport like the other squares?
Yes. Eastport has its own open-air entertainment pavilion hosting free nightly live music on the same schedule as the other squares — typically 5–9 PM, and 6–10 PM during the summer months.
Does Eastport have a pool or recreation center?
Yes, a modern recreation center with a resort-style pool is located near Eastport, and the district connects to the broader golf cart path network for easy access to other recreation centers.
Is Eastport good for first-time visitors?
Absolutely. Because it's newer and less crowded than Lake Sumter Landing or Spanish Springs, Eastport offers a more relaxed, modern experience with the same free entertainment, dining, and shopping — and many southern-area rentals are just minutes away by golf cart.