
$299,000
Active383 Pleasant Avenue, Portland, ME 04108
Other
MLS #1669893
MLS ID #1669893, Keller Williams Realty
Portland, Maine
A peninsula city of working waterfronts, neighborhood main streets, historic homes and year-round culture at the center of southern Maine.
426 matching properties
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383 Pleasant Avenue, Portland, ME 04108
Other
MLS #1669893
MLS ID #1669893, Keller Williams Realty

Lots 23-25 Fisher Street, Portland, ME 04103
Other
MLS #1680695
MLS ID #1680695, RE/MAX Oceanside

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Single Family Residence
MLS #1680802
MLS ID #1680802, Legacy Properties Sotheby's International Realty

16 Montrose Avenue, Portland, ME 04103
Other
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MLS ID #1679908, Maine Community Real Estate

22 Eastern Promenade #1, Portland, ME 04101
Condominium
MLS #1649995
MLS ID #1649995, Vitalius Real Estate Group, LLC

7 Huntress Street, Portland, ME 04102
Other
MLS #1666409
MLS ID #1666409, RE/MAX Shoreline

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Single Family Residence
MLS #1668448
MLS ID #1668448, Harborview Properties, Inc.

94 Pleasant Avenue, Portland, ME 04103
Other
MLS #1679622
MLS ID #1679622, Portside Real Estate Group

24 Rowe Avenue, Portland, ME 04102
Duplex
MLS #1674191
MLS ID #1674191, RE/MAX Shoreline

930 Forest Avenue, Portland, ME 04103
Single Family Residence
MLS #1680379
MLS ID #1680379, Portside Real Estate Group

15 Epps Street, Portland, ME 04108
Retail
MLS #1637020
MLS ID #1637020, Malone Commercial Brokers, Inc.

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Condominium
MLS #1653955
MLS ID #1653955, Gallant Real Estate
Living here
A peninsula city of working waterfronts, neighborhood main streets, historic homes and year-round culture at the center of southern Maine.
The Old Port and Arts District bring the most urban rhythm, while the East End, West End, Deering neighborhoods and outer peninsula each feel distinct. Start with the daily life you want—walkability, a quieter residential street, water views or easier access off the peninsula—then compare homes within that setting.
Portland offers historic single-family homes, two- and three-family buildings, condominiums in converted and newer buildings, and established residential neighborhoods beyond downtown. Parking, outdoor space, association documents and renovation history can matter as much as square footage.
On the peninsula, review parking, condominium reserves and planned building work early. Near the water, include flood exposure and insurance in the first round of questions; in older housing, leave room for a careful inspection of structure and building systems.
The most walkable version of Portland, close to restaurants, galleries, the waterfront and city events. Condominium buyers should compare parking, storage, association reserves and planned building work—not just the view from the unit.
A neighborhood setting above Casco Bay with access to the Eastern Promenade, local dining and an easy connection to downtown. Housing ranges from historic multi-family buildings to renovated homes and newer condominiums.
Historic architecture, tree-lined streets and a quieter residential feel within walking distance of downtown. Larger period homes, condominium conversions and limited off-street parking make property-by-property review especially important.
Deering Center, Rosemont and nearby residential pockets offer neighborhood businesses, parks and more breathing room away from the peninsula. Buyers will find a broad mix of older homes, classic neighborhood streets and practical access around the city.
Homes around the cove pair a popular recreation loop with quick access to the peninsula and I-295. Street setting, traffic patterns, water views and flood exposure can change within a short distance.
A ferry-connected island community with year-round homes, seasonal cottages and a pace of its own. Ferry logistics, vehicle access, weather exposure, private utilities and year-round maintenance belong in the buying conversation from the beginning.
Explore nearby
A short drive can change the pace, the water access and the kind of home available. Keep these nearby communities in the conversation.
Local expertise

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Bean Group Agent

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FAQ
Median home prices in Portland, Maine shift with the season and inventory mix. A Bean Group agent can pull current comparable sales for any neighborhood within Portland.
Buyer demand in Portland, Maine varies by price band and property type. A Bean Group agent can review current listing and sales activity with you before you write an offer.
Days-on-market in Portland fluctuates seasonally. A Bean Group agent can review the most recent sales activity with you.
Property taxes in Portland are set locally and reassessed periodically. Current rates are published by the municipality; a Bean Group agent can point you to the official figures for any home you're considering.
Request a free, no-obligation home valuation from a Bean Group agent. We combine recent sales data with an in-person walk-through to give you a defensible number — not an algorithmic guess.
Get in touch
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