$425,000
$100K PRICE DROP

101 Derby Rd Islesboro, ME 04848

Estimated payment $2,842/month

Total Views 28,749
4 Beds
2.5 Baths
4,500 Sq Ft
$94 Price per Sq Ft

Highlights

  • Water Views
  • Property is near public transit
  • Corner Lot
  • Islesboro Central School Rated 9+
  • Wood Flooring
  • No HOA

About This Home

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. $425,000. Buy with restaurant next door for $625,000!

Listing Agent

John Oldham

Island Property Listed on: 12/21/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $6,390

Lot Details

  • 12,197 Sq Ft Lot
  • Corner Lot
  • Level Lot
  • Open Lot
  • Property is zoned Residential/business

Parking

  • Gravel Driveway

Property Views

  • Water
  • Scenic Vista

Home Design

  • Mansard Roof Shape
  • Poured Concrete
  • Wood Frame Construction
  • Shingle Roof
  • Shingle Siding

Interior Spaces

  • 4,500 Sq Ft Home
  • Multi-Level Property
  • Gas Range

Flooring

  • Wood
  • Vinyl

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Shower

Laundry

  • Laundry on main level
  • Dryer
  • Washer

Basement

  • Basement Fills Entire Space Under The House
  • Interior Basement Entry
  • Dirt Floor

Location

  • Property is near public transit

Utilities

  • No Cooling
  • Baseboard Heating
  • Hot Water Heating System
  • Private Water Source
  • Well

Community Details

  • No Home Owners Association

Listing and Financial Details

  • Tax Lot 16

Home Details

Home Type

Single Family

Est. Annual Taxes

$6,390

Lot Details

0.28 Acres

Listing Details

  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential
  • Lot Size Acres: 0.28
  • Road Surface Type: Paved
  • Water Body Name: Gilkey Harbor
  • MLS Status: Active
  • Above Grade Finished Sq Ft: 4500.00
  • Architectural Style: Mansard
  • Garage Yn: No
  • Unit Levels: Multi-Level
  • Year Built: 9999
  • Property Information:Seasonal: No
  • Water Info:Water View2: Yes
  • Dining Room:Dining Room: Dining Room
  • Living Room:Living Room: Living Room
  • Location:Location: Business District, Neighborhood
  • Special Features: None

Interior Features

  • Furnished: Unfurnished
  • Appliances: Cooktop, Dryer, Gas Range, Refrigerator, Washer
  • Has Basement: Interior Entry, Dirt Floor, Full
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Total Bedrooms: 4
  • Fireplace: No
  • Flooring: Vinyl, Wood
  • Interior Amenities: Shower
  • Bedroom 2 Level: Second
  • 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
  • Bedroom 1:Bedroom 1 Level: Second

Exterior Features

  • Lot Features: Business District, Neighborhood, Corner Lot, Level, Open Lot, Sidewalks, Near Public Transit
  • View: Scenic
  • Waterfront Features: Dock, Nearby, Public, Waterfront Deep
  • Waterfront: No
  • Construction Type: Wood Frame, Shingle Siding
  • Foundation Details: Poured Concrete
  • Roof: Shingle

Garage/Parking

  • Attached Garage: No
  • Parking Features: Gravel, 1 - 4 Spaces

Utilities

  • Laundry Features: Main Level
  • Cooling: None
  • Cooling Y N: No
  • Heating: Oil, Baseboard, Hot Water
  • Heating Yn: Yes
  • Electric: Circuit Breakers
  • Sewer: Public Sewer
  • Water Source: Private, Well

Condo/Co-op/Association

  • Association: No

Schools

  • Junior High Dist: Islesboro Public Schools

Lot Info

  • Land Lease: No
  • Lot Size Sq Ft: 12196.80
  • Zoning: Residential/business

Tax Info

  • Tax Annual Amount: 6390.30
  • Tax Lot: 16
  • Tax Year: 2025

Map

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Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $6,847 $537,000 $66,100 $470,900
2024 $6,390 $537,000 $66,100 $470,900
2023 $5,907 $537,000 $66,100 $470,900
2022 $5,427 $301,500 $87,200 $214,300
2021 $5,321 $301,500 $87,200 $214,300
2020 $5,126 $301,500 $87,200 $214,300
2019 $5,020 $301,500 $87,200 $214,300
2018 $4,930 $301,500 $87,200 $214,300
2017 $4,764 $301,500 $87,200 $214,300
2016 $4,746 $301,500 $87,200 $214,300
2015 $4,510 $301,500 $87,200 $214,300
2014 $4,261 $351,300 $101,600 $249,700
2012 $4,128 $351,300 $101,600 $249,700
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
05/26/2026 05/26/26 Price Changed $425,000 -14.1% $94 / Sq Ft
12/21/2025 12/21/25 For Sale $495,000 0.0% $110 / Sq Ft
12/14/2025 12/14/25 Off Market $495,000 -- --
06/08/2025 06/08/25 Price Changed $495,000 -5.7% $110 / Sq Ft
04/21/2025 04/21/25 For Sale $525,000 -- $117 / Sq Ft
Source: Maine Listings

Source: Maine Listings

MLS Number: 1619732

Maine Listings

APN: ISBR-000038-000000-000016

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