Eastport's Real Neighborhoods and Nearby Places
Eastport is genuinely small -- 3.63 square miles of land total -- so this page describes real, named areas within and immediately around the city rather than inventing subdivision-style "neighborhoods" that don't exist here. What matters more than a neighborhood name is understanding the difference between downtown Water Street, the parallel Washington Street corridor, the working Deep Cove Road area, mainland Perry across the causeway, and the separate, sovereign Passamaquoddy community immediately nearby.
Water Street: The Historic Downtown Core
Water Street is Eastport's commercial and civic heart, and it is a specific, dated place -- rebuilt after an 1886 fire destroyed the previous downtown, led substantially by architect Henry Black starting in early 1887. The Eastport Historic District, listed on the National Register in 1982 and enlarged in 2016, covers 29 contributing structures here, predominantly Italianate brick-and-wood commercial buildings from that single tight construction window. This is where the Eastport Arts Center, the Tides Institute & Museum of Art, the Peavey Memorial Library (26 Water Street, an 1893 Romanesque Revival building), WaCo Diner, The Happy Crab, and most of the city's dining and gallery scene concentrate, and it is also the working edge of the harbor -- cargo vessels at the Estes Head terminal and, increasingly, cruise ships (23 calls and roughly 55,000 passengers projected for 2025) both operate immediately adjacent to this same walkable commercial strip. The Quoddy Tides, Eastport's own biweekly newspaper since 1968, is headquartered here as well, at 123 Water Street.
Washington Street: Civic Anchors and Everyday Errands
Running roughly parallel to Water Street, Washington Street is where Eastport's more everyday, less tourist-facing institutions concentrate. R&M IGA, at 88 Washington Street, is the city's own full-service grocery store, family-owned per current listings since 1954 -- the practical anchor for day-to-day life in a way the Water Street dining and gallery scene is not. Also on Washington Street, at number 74, is the Barracks Museum, run by the Border Historical Society in one of the surviving early-19th-century officers' quarters from Fort Sullivan, a coastal-defense post that once guarded this stretch of the border; the museum is open to the public during July and August per current listings. City government itself runs from offices at 22 Washington Street, distinct from the historic 1846 Eastport City Hall building nearby, which was converted to residential use sometime between 2020 and 2025.
Deep Cove Road: The Working, Industrial Side
Deep Cove Road is home to the former Sealife Industries site that became the Maine Marine Technology Center in 1978, now operated as The Boat School by the nonprofit Friends of the Boat School Marine Trades Development Corporation since 2018 -- three buildings on roughly nine acres of waterfront. This is Eastport's genuinely working-waterfront, marine-trades corner of the city, distinct in character from the more retail-and-arts-focused Water Street core.
Across the Causeway: Perry, Maine
Eastport connects to the mainland via a causeway carrying State Route 190, roughly 7 miles from US Route 1 in the town of Perry. Perry is its own separate municipality -- not part of Eastport, with its own town government, schools (Perry Elementary School serves Pre-K through 8th grade), and tax structure -- and is the practical gateway most visitors and residents pass through en route to Eastport. A buyer should not confuse Perry addresses or Perry's own tax rate with Eastport's; they are genuinely different towns a few minutes apart, connected only by the one causeway route. Eastport Municipal Airport (KEPM), the city's own general-aviation field and a designated CBP airport of entry, sits roughly a nautical mile west of downtown, closer to this causeway approach than to Water Street itself.
Sipayik (Passamaquoddy Pleasant Point Reservation): A Real, Separate, Nearby Community
The Passamaquoddy Pleasant Point Reservation, known to the Passamaquoddy people as Sipayik, sits on its own peninsula close to Eastport, home to roughly 692 residents per available sourcing. This is a real, separate, sovereign tribal community -- not an Eastport neighborhood, and not part of Eastport's own population or government figures. Eastport functions as the closest developed hub for visitor services (lodging, dining, galleries) that Sipayik itself does not offer at the same scale; this page describes the two honestly as distinct, adjacent communities rather than folding one into the other.
Historic Lodging Worth Knowing, and a Short Note on Lubec
Two named historic inns anchor Eastport's small lodging scene near downtown: the Todd House, at 11 Capen Ave, believed to be the city's oldest surviving building (built around 1775) and individually listed on the National Register, and the Kilby House Inn, a Victorian-era bed-and-breakfast built in the late 1800s by local seaman Herbert Kilby. Both illustrate how much of Eastport's residential and lodging stock, not just its commercial core, carries real 18th- and 19th-century history. Lubec, roughly 40 minutes away by road around Cobscook Bay (there is no direct water crossing most visitors can use), is genuinely its own separate market with its own real superlative claims -- easternmost town in the United States, and West Quoddy Head within it as the easternmost point of land in the continental US. This page does not claim those titles for Eastport; Eastport's own, separate, and equally real claim is easternmost incorporated city, covered in detail on this site's Eastport hub page. Nothing on this page is legal, financial, or relocation advice. Confirm current details directly with a licensed Washington County real estate agent, the City of Eastport, and the Town of Perry before making any decision.
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Get a Free Agent Referral →Independent research. No ads. No sponsored listings. The Eastport Historic District's boundaries, building count, and 1886-fire/1887-rebuild history are from Wikipedia's own article on the district. The Peavey Memorial Library and The Quoddy Tides' addresses and histories are from Wikipedia's own articles on each. R&M IGA's Washington Street address and operating history are from multiple current business listings. The Barracks Museum's address, history, and seasonal hours are from the Border Historical Society's own current listings and Wikipedia's "Fort Sullivan (Maine)" article. The Boat School/Maine Marine Technology Center's Deep Cove Road location and ownership history are from The Boat School's own strategic plan. Perry's role as causeway gateway and Route 190 detail are from Wikivoyage's Eastport travel guide and a Maine DACF park-directions PDF; Eastport Municipal Airport's location and CBP airport-of-entry status are from the airport's own fact sheet. Sipayik/Passamaquoddy Pleasant Point Reservation detail is from Hometown USA's own feature. Cruise-ship figures are from Bangor Daily News' own 2025 reporting. The Todd House and Kilby House Inn's histories are from their own current sites and Wikipedia's "Todd House (Eastport, Maine)" article. Lubec's own separate superlative claims are described for non-duplication purposes only and are not claimed for Eastport. Nothing on this page is legal, financial, or relocation advice. Confirm current details directly with a licensed Washington County real estate agent, the City of Eastport, and the Town of Perry before making any decision.