Active

Price cut: $80K (8/6)

$499,000

100 Highland Avenue, Portland, ME 04108

3beds

922sqft

$3,350/mo

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Single Family Residence

Built in 1930

5 Acres Lot

$-- Zestimate^®

$541/sqft

$-- HOA

What's special

Working fieldstone fireplaceOversized screened porchThree inviting bedroomsExpansive open front yardAbundant parking

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.

109 days
3,923
354

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 3
Bathrooms: 1
Full bathrooms: 1

Bedroom 1

Level: First

Bedroom 2

Level: First

Bedroom 3

Level: First

Dining room

Features: Dining Area
Level: First

Living room

Features: Cathedral Ceiling(s), Skylight, Wood Burning Fireplace
Level: First

Heating

None

Cooling

None

Appliances

Included: Electric Range, Refrigerator, Washer

Features

Flooring: Wood
Basement: None
Number of fireplaces: 1

Interior area

Total structure area: 922
Total interior livable area: 922 sqft
Finished area above ground: 922
Finished area below ground: 0

Property

Parking

Parking features: Other, 1 - 4 Spaces

Features

Patio & porch: Screened
Has view: Yes
View description: Trees/Woods

Lot

Size: 5 Acres
Features: Abuts Conservation, Near Public Beach, Rural, Wooded

Details

Parcel number: PTLDM088BB002001
Zoning: IR 1

Construction

Type & style

Home type: SingleFamily
Architectural style: Cottage
Property subtype: Single Family Residence

Materials

Wood Frame, Wood Siding
Foundation: Pillar/Post/Pier
Roof: Membrane

Condition

Year built: 1930

Utilities & green energy

Electric: Circuit Breakers
Sewer: Private Sewer
Water: Seasonal

Community & HOA

Location

Region: Portland

Financial & listing details

Price per square foot: $541/sqft
Tax assessed value: $304,800
Annual tax amount: $4,893
Date on market: 6/27/2026
Road surface type: Gravel, Dirt

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
8/6/2026	Price change	$499,000-13.8%$541/sqft
Source: Maine Listings #1669272 Report a problem
6/27/2026	Listed for sale	$579,000+132.5%$628/sqft
Source: Maine Listings #1669272 Report a problem
7/17/2017	Sold	$249,000$270/sqft
Source: Maine Listings #1305504 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2024	$4,392	$304,800
2023	$4,392 +5.9%	$304,800
2022	$4,148 +7.6%	$304,800 +84.3%
2020	$3,855	$165,400
2019	$3,855 +3.7%	$165,400
2018	$3,718 +3.8%	$165,400
2017	$3,581 +2.5%	$165,400
2016	$3,492 +2.3%	$165,400
2015	$3,412 +3.1%	$165,400
2014	$3,308	$165,400