Neighborhoods

Five neighborhoods, covered closely.

Anchor & Ash works a defined set of Portland-area neighborhoods rather than the whole county — here's what makes each one distinct.

Illustrated brick rowhouses on a West End street

West EndPortland's largest historic district

West End

Federal and Victorian rowhouses, tree-canopied streets.

The West End is Portland's largest historic district — brick rowhouses, bay windows, and a strict design review process for exterior changes. Buyers here tend to want walkability to the Old Port and are comfortable with older systems in exchange for architecture you can't build new.

Typical range: $650,000–$1.4M. Popular with professional couples and downsizers moving in from larger suburban homes.

Munjoy Hill

Capes and triple-deckers, five minutes from the water.

Munjoy Hill has densified fast over the past decade — smaller capes sit next to converted triple-deckers, many with harbor glimpses. It's Anchor & Ash's most competitive neighborhood for buyers under $600,000, and turnover happens quickly.

Typical range: $420,000–$850,000. Popular with first-time buyers and young families drawn to the Eastern Promenade.

Illustrated hillside houses overlooking the harbor on Munjoy Hill

Munjoy HillHarbor views, walkable to the Prom

Illustrated colonial house on a wide residential street in Deering Center

Deering CenterWide lots, established trees

Deering Center

Colonials and bungalows with actual yards.

Set back from the peninsula proper, Deering Center offers what most peninsula listings can't — driveways, garages, and lots wide enough for a real garden. It's where Nora herself lives, and where a lot of her peninsula buyers end up once they start a family.

Typical range: $475,000–$780,000. Popular with growing families and buyers priced out of the West End.

Peaks & Cushing Islands

Full-time island living, not just summer cottages.

Peaks Island has a year-round population that commutes to the peninsula by ferry, alongside a smaller stock of seasonal cottages on Cushing. Buyers here need to understand ferry schedules, winterization, and insurance requirements specific to island property.

Typical range: $400,000–$950,000. Popular with buyers seeking a slower pace without leaving the Portland area entirely.

Illustrated island cottage with a dock

Peaks & Cushing Islands17-minute ferry to the mainland

Illustrated waterfront ranch home

South Portland WaterfrontDirect water access, newer construction mixed in

South Portland Waterfront

A newer housing stock, still a short drive to the peninsula.

Across the bridge from downtown, South Portland's waterfront blends mid-century ranches with newer builds — generally easier systems and fewer inspection surprises than peninsula homes, with a shorter commute than the islands.

Typical range: $550,000–$1.1M. Popular with buyers who want water access without an old-house learning curve.

Not sure which neighborhood fits?

Most buyers start with a guess and end up somewhere they hadn't considered — that's what the first consultation is for.