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$495,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 4,500 Sq. Ft.
  • 0.28 Acres
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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. $495,000.

Full Property Details for 101 Derby Rd

General

  • Price: $495,000
  • Taxes: $6,390 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MREIS
  • MLS ID: 1619732
  • Updated: 12/21/2025
  • Added to Site: 26 day(s) ago

Interior

  • Number of Rooms: 8
  • Interior Features: Shower
  • Appliances: Washer, Refrigerator, Gas Range, Dryer, Cooktop
  • Flooring: Wood, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry - 1st Floor, Main Level

Parking

  • Parking Features: 1 - 4 Spaces, Gravel

Location

  • County: Waldo

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Water, Baseboard

Utilities

  • Sewer: Public Sewer
  • Water: Well, Private
  • Well: Yes

Structural Information

  • Architectural Style: Mansard
  • Construction: Shingle Siding, Wood Frame
  • Roof: Shingle
  • Building Size: 4500
  • Square Feet: 4,500
  • Sq. Ft. Source: Public Records
  • Living Area: 4,500 Sq. Ft.
  • Finished Total: 4,500 Sq. Ft.
  • Finished Above Grnd: 4,500 Sq. Ft.
  • Year Built: 999

Lot Features

  • Property View: Scenic
  • Lot Size (Acres): 0.28
  • Lot Size (Sq. Ft.): 12,196.8
  • Lot Size Source: Public Records
  • Zoning: Residential/business
  • Lot Description: Open, Corner Lot, Level, Sidewalks, Neighborhood, Near Public Transit

Financial Considerations

  • Tax Amount: $6,390.3
  • Tax Year: 2025

Disclosures and Reports

  • Lot Number: 16

Listed by Island Property (207) 734-8809

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Listing agent

— 101 Derby Rd —

  • Island Property

    207-734-8809

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 101 Derby Rd

School District:Islesboro
NameGradesDistance
Islesboro Central School
159 Alumni Drive, Islesboro, ME 04848
K-120.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 101 Derby Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/08/2025
Price Reduced
$495,000
-5.71%
MLS
4/21/2025
Listed
$525,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 101 Derby Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$6,390
8%
$537,000
—
2023
$5,907
9%
$537,000
78%
2022
$5,427
2%
$301,500
—
2021
$5,321
4%
$301,500
—
2020
$5,126
2%
$301,500
—
2019
$5,020
2%
$301,500
—
2018
$4,930
3%
$301,500
—
2017
$4,764
—
$301,500
—
2016
$4,746
5%
$301,500
—
2015
$4,510
6%
$301,500
-14%
2014
$4,261
3%
$351,300
—
2012
$4,128
—
$351,300
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Island Property (207) 734-8809

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101 Derby Road, Islesboro, ME 04848 (MLS# 1619732) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 101 Derby Road is currently listed for $495,000 and was received on December 21, 2025. Want to learn more about 101 Derby Road? Do you have questions about finding other Single Family real estate for sale in Islesboro? You can browse all Islesboro real estate or contact a Coldwell Banker agent to request more information.

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