East End Real Estate

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Browse real estate for sale in Portland's East End. Contact Benchmark Real Estate | Maine with questions or to schedule a private showing. Sign up to save your favorite East End listings and custom searches, and we'll email you when similar properties become available.

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East End Homes For Sale in Portland Maine

If you call Portland’s East End home, you’ll find yourself immersed in a vibrant mix of city living and scenic charm. This neighborhood, situated on the far eastern end of Portland’s peninsula and closely linked with Munjoy Hill and the Eastern Promenade, features a variety of housing options, including historic brick row houses, modern condos, and classic New England-style homes. Many properties in the area offer stunning views of Casco Bay and the islands beyond, providing a serene backdrop to urban life. The community here is close-knit and diverse, with the East End Community School serving local families. The East End Beach and the iconic Portland Observatory at the top of Munjoy Hill are beloved neighborhood landmarks.

The East End is a hotspot for foodies and culture enthusiasts, boasting a rich array of retail shops, cafes, and restaurants. You’ll find everything from cozy coffee shops to upscale dining, featuring menus that cater to various tastes, including vegetarian, vegan, and gluten-free options. The area’s lively arts scene is reflected in local galleries and public art installations. With its mix of natural beauty, historic architecture, and vibrant community, the East End offers an ideal setting for those seeking a dynamic urban lifestyle.

Top 10

  1. Portland Paddle – Explore Casco Bay by renting a kayak or paddleboard from Portland Paddle. It's a great way to enjoy the water and see the city from a unique perspective.
  2. Eastern Promenade Playground & Food Trucks – Take your kids to the Eastern Prom playground, then grab lunch or dinner from the food trucks in the parking lot below, all while taking in the expansive view of the Casco bay’s islands and marina.
  3. Eastern Promenade Trail – A beautiful ocean-side walk that is good for strollers and runners alike, offering breathtaking views of Casco Bay.
  4. Sunset at Fort Sumner Park – Enjoy a peaceful sunset at Fort Sumner Park, a little-known spot that offers stunning views of the entire city.
  5. Tour the Portland Observatory – Visit the historic Portland Observatory, the only known surviving maritime signal tower in the U.S., built in 1807. Climb to the top for panoramic views of Portland and the surrounding waters.
  6. Walk Through Eastern Cemetery – Take a walking tour of Eastern Cemetery, Portland’s oldest public burial ground, established in 1668. The cemetery offers daily tours from June to mid-October, showcasing its rich history and more than 4,000 marked graves.
  7. Relax at Fort Allen Park – Watch the ferries, cruises, sailboats, and superyachts come into town from Fort Allen Park. This grassy spot offers water views, seating areas, and historical monuments, with great views of the Forts of Casco Bay.
  8. East End Beach – A great spot for swimming, dog walking, or relaxing along the Casco Bay shore. Rent kayaks or paddleboards and explore the calm waters of Casco Bay for a fun outdoor adventure.
  9. Maine Narrow Gauge Railroad Co. & Museum – Ride the historic two-foot gauge trains along the bay.
  10. The Hill Arts (Formerly the St. Lawrence Arts Center) – Slated to begin construction in 2024, The Hill Arts is adding a stunning, state-of-the-art 400-seat performance and community center on the footprint of the former, historic sanctuary, and is designed to fill an urgent need for a mid-sized, multifunctional performing arts space on Portland, Maine’s Munjoy Hill.

Pocket Neighborhood: Inner Washington Ave

At the foot of Munjoy Hill lies Inner Washington Avenue, a vibrant “pocket neighborhood,” which has also been dubbed the Food & Drink Capital of Maine. This strip offers endless culinary, craft beverage, and boutique experiences for all tastes. With the ocean air filling the streets and nearby trails providing a quick escape into nature, Inner Washington Avenue is fast becoming a hub for locals and visitors alike. The close-knit community, paired with a bustling food and craft beverage scene, makes this area a true gem.

Now we have to choose only ten spots on Inner Washington to recommend? Impossible, but we tried: Top 10

  1. Black Box – A mini strip made from shipping containers, housing local favorites like Moonday Coffee and Bay Bowls.
  2. Onggi – A cozy market and cafe featuring fermented foods and artisanal delights.
  3. Portland Pottery – Is a full service pottery supply shop and ceramics studio offering adults and kids classes at various levels.
  4. Tu Casa – No-frills Ecuadorian cuisine with incredibly fresh and flavorful dishes.
  5. Maine & Loire – Owners Peter and Orenda Hale have created a wine shop and tasting room that rivals anything in the Loire Valley.
  6. Terlingua BBQ – A BBQ joint with a market, featuring a relaxed patio perfect for summer.
  7. Izakaya Minato – A lively Japanese pub offering small plates and a standout sake menu.
  8. Hardshore Distilling Company – Known for its award-winning gin crafted from family-grown grain, HDC has been named “Best Craft Gin Distillery in America,” for the past three years in a row.
  9. The Cheese Shop of Portland – Don’t let the small size fool you, inside lies an impressive array of cheeses, sandwiches, and wines from across the US and Europe.
  10. Maine Craft Distilling – A lively gathering spot for drinks, food, live music, and more. We love that the patio is open all year round, a huge plus for those seemingly endless Maine winters.

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