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| Up North Realty Maine

101 Derby Road, Islesboro, ME 04848

$375,000
Property Type: Residential Bedrooms: 4 Baths: 3 Square Footage: 4,500 Lot Size (sq. ft.): 12,197 Status: Active
Current Price: $375,000 List Date: 12/21/2025 Last Modified: 9/28/2026

Overview

Description

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!

Listing Details MLS# 1619732

Property Sub-Type

Property Sub-Type
Single Family Residence

Location Information

Street #
101
Street Name
Derby
Street Type
Road
County
Waldo
Town
Islesboro
State/Province
ME
Zip Code
04848
Leased Land
No
Book
2264
Page
201
Map
38
Lot
16
Zoning
Residential/business
Zoning Overlay
Yes
Association
No
School District
Islesboro Public Schools
Full Tax Amount $
7383.75
Tax Year
2026
Tree Growth Y/N
No

Contract Information

Original List Price
525000

Property Information

Surveyed
Unknown
Seasonal
No
Deed/Conveyance Type Offered
Warranty
Deed
All
# Rooms
8
# Bedrooms
4
Total Full Baths
2
Total Half Baths
Yes
Total Baths
3
Furniture
Unfurnished
Color
gray cedar shingle
Year Built
9999
SqFt Finished Above Grade
4500
SqFt Finished Total
4500
SqFt Source
Public Records
Garage
No
Lot Size Acres +/-
0.28
Source of Acreage
Public Records
Road Frontage
Yes
Road Frontage +/-
225
Source of Road Frontage
Public Records

Water Info

Waterfront
No
Water View
Yes
Water Body Name
Gilkey Harbor

More Information

Bedroom 1

Bedroom 1 Level
Second

Bedroom 2

Bedroom 2 Level
Second

Bedroom 3

Bedroom 3 Level
Second

Bedroom 4

Bedroom 4 Level
Third

Dining Room

Dining Room Level
Second

Kitchen

Kitchen Level
Second

Living Room

Living Room Level
Second

Other Room 1

Other Room 1 Level
First

Property Features

Site: Corner Lot; Level; Open; Sidewalks Location: Business District; Neighborhood Roads: Paved; Public Transportation: Deep Water Access; Major Road Access; Near Airport; Public Transport Access Water Body Type: Harbor Recreational Water: Dock; Nearby; Public; Waterfront Deep View: Scenic Appliances Included: Cooktop; Dryer; Gas Range; Refrigerator; Washer Kitchen Countertop: Formica Style: Mansard Levels: Multi-Level Construction: Wood Frame Basement: Dirt Floor; Full Basement Entry: Interior Foundation Materials: Poured Concrete Roof: Shingle Exterior: Shingle Siding Heat System: Baseboard; Hot Water Heat Fuel: Oil Water Heater: Electric Cooling: None Floors: Vinyl; Wood Amenities: Laundry - 1st Floor; Shower Driveway: Gravel Parking: 1 - 4 Spaces Vehicle Storage: No Vehicle Storage Electric: Circuit Breakers Gas: Bottled Sewer: Public Sewer Water: Private; Well

Room Information

Room Name Level
Other Room First
Bedroom 1 Second
Bedroom 2 Second
Bedroom 3 Second
Dining Room Second
Living Room Second
Kitchen Second
Bedroom 4 Third
IDX
Listing Office: Island Property
Last Updated: September - 28 - 2026
Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. Copyright ©2026 Maine Real Estate Information System, Inc. All Rights Reserved. Equal Housing Opportunity.