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Offered at $499,000Under Contract
beds
3
baths
1
sq ft
922
Built
1930

100 Highland Avenue

Portland, ME 04108

About this home

Classic Maine charm meets rare island privacy in this delightful Peaks Island cottage, tucked away on a peaceful 5.0-acre parcel in the sought-after Tolman Heights neighborhood. With 3.5 acres protected by conservancy, this exceptional property offers an uncommon sense of space, serenity, and natural beauty--a truly rare opportunity on Peaks Island. Spend warm summer evenings on the oversized screened porch, gather around the working fieldstone fireplace in the cozy living room, and enjoy the comfort of three inviting bedrooms. The expansive open front yard provides abundant parking and plenty of room for lawn games, gardening, or entertaining family and friends. Whether you're looking for a seasonal retreat or a year-round island escape, this special property offers the perfect blend of timeless cottage charm, exceptional privacy, and the beauty of Maine's island lifestyle.

Listing last checked: Listing updated:

Listed by Listing Agent · Keller Williams Realty · MLS #1669272

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Details at a glance

Interior5 property facts
Rooms
5
Heating
Wood, None
Cooling
None
Flooring
Wood
Fireplaces
1
Building4 property facts
Style
Single Family Residence
Year built
1930
Foundation
Pillar/Post/Pier
Roof
Membrane
Land & utilities4 property facts
Lot size
5 acres
Water
Seasonal
Sewer
Private Sewer
Zoning
IR 1
Financial2 property facts
Annual taxes
$4,894
Assessment year
2026

Location

Estimated monthly cost

Explore costs at the $499,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$2,931 / monthAdjust
Principal & interest
$2,523
Property tax
$408
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $4,894. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

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About 100 Highland Avenue

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Request a tour of 100 Highland Avenue and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.