Deering Highlands Real Estate

Deering Highlands Homes For Sale in Portland Maine

Deering Highlands, Portland, ME, is a quiet, residential neighborhood known for its historic charm and stunning examples of colonial revival architecture by notable designers like John Calvin Stevens and Frederick A. Tompson. Developed in the late 19th century, the neighborhood has maintained its original character, with tree-lined streets and beautifully preserved homes. Situated on a hill and bordered by Woodford Street, Stevens Avenue, and Brighton Avenue, Deering Highlands offers a peaceful, suburban feel while being just a short walk from the shops and restaurants of Woodford’s Corner and close to Deering Center. The neighborhood is almost entirely residential, with its largest institutional feature being Maine Medical Center's Brighton Avenue Campus, which includes the New England Rehabilitation Hospital.

Life in Deering Highlands centers around its close-knit community and picturesque streets. Residents enjoy the quiet ambiance of walking along Highland Avenue, Ashmont, and Fairmont Streets, where they can take in the beauty of the grand old homes. Here are the top reasons we love living in the Deering Highlands:

1. The Historic Homes on Ashmont and Beacon Streets – Take a leisurely stroll around these streets to admire the beautiful, historic colonial revival homes that showcase the neighborhood's architectural charm.
2. Punky's – Located near the border of Brighton Ave and St. John, this casual café serves excellent homemade comfort foods like shepherd's pie, burritos, and casseroles, perfect prices for a hearty, on-the-go meal. 
3. At the Center of Neighborhoods – The highlands are just a short walk away from some of the best neighborhoods: Woodford’s Corner, Deering Center, and Rosemont.