Active

Price cut: $50K (8/27)

$375,000

101 Derby Road, Islesboro, ME 04848

4beds

4,500sqft

$2,418/mo

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Single Family Residence

Built in ----

0.28 Acres Lot

$-- Zestimate^®

$83/sqft

$-- HOA

What's special

Pleasant side yardApple and cherry treesThree bedroomsCedar shingles

Iconic and Historic Dark Harbor Village Prime Real Estate in the heart of summer community and activity. Peg's Giftshop with 1,700 sq ft of retail space and 2,800 sq ft of residential space upstairs with three bedrooms, kitchen, living/dining room, full bath and third level apartment with full bath, even a harbor view from the widow's walk. Cedar shingles, apple and cherry trees, pleasant side yard. Will need attention so roll up your sleeves for an excellent housing and business opportunity. 375K Buy with restaurant next door for 525K!

502 days
476
13

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 3
Full bathrooms: 2
1/2 bathrooms: 1

Bedroom 1

Level: Second

Bedroom 2

Level: Second

Bedroom 3

Level: Second

Bedroom 4

Level: Third

Dining room

Level: Second

Kitchen

Level: Second

Living room

Level: Second

Other

Level: First

Heating

Baseboard, Hot Water

Cooling

None

Appliances

Included: Cooktop, Dryer, Gas Range, Refrigerator, Washer

Features

Shower
Flooring: Vinyl, Wood
Basement: Interior Entry,Dirt Floor,Full
Has fireplace: No

Interior area

Total structure area: 4,500
Total interior livable area: 4,500 sqft
Finished area above ground: 4,500
Finished area below ground: 0

Property

Parking

Parking features: Gravel, 1 - 4 Spaces

Features

Levels: Multi/Split
Has view: Yes
View description: Scenic
Body of water: Gilkey Harbor

Lot

Size: 0.28 Acres
Features: Business District, Neighborhood, Corner Lot, Level, Open Lot, Sidewalks

Details

Zoning: Residential/business

Construction

Type & style

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

Materials

Wood Frame, Shingle Siding
Foundation: Poured Concrete
Roof: Shingle

Utilities & green energy

Electric: Circuit Breakers
Sewer: Public Sewer
Water: Private, Well

Community & HOA

Location

Region: Islesboro

Financial & listing details

Price per square foot: $83/sqft
Annual tax amount: $6,390
Date on market: 12/21/2025
Road surface type: Paved

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
8/27/2026	Price change	$375,000-11.8%$83/sqft
Source: Maine Listings #1619732 Report a problem
5/26/2026	Price change	$425,000-14.1%$94/sqft
Source: Maine Listings #1619732 Report a problem
7/16/2025	Listed for sale	$495,000$110/sqft
Source: Maine Listings #1619732 Report a problem
6/20/2025	Contingent	$495,000$110/sqft
Source: Maine Listings #1619732 Report a problem
6/8/2025	Price change	$495,000-5.7%$110/sqft
Source: Maine Listings #1619732 Report a problem
4/21/2025	Listed for sale	$525,000$117/sqft
Source: Maine Listings #1619732 Report a problem