101 Derby Rd

Islesboro, ME 04848

$495,000
Price
4
Beds
4,500 Sq. Ft.
$110 / Sq. Ft.
4,500
Sq. Ft.
$110
per Sq. Ft.
Peg's Gift Shop IMG_0440
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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. Will...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. Will need attention so roll up your sleeves for an excellent housing and business opportunity $495,000.
  1. Listed by John Oldham • Island Property

Property Details for 101 Derby Road

Waterfront
No
ArchitecturalStyle
Mansard
Garage Spaces
.00
Garage
No
Zoning
Residential/business
View
Scenic
LISTING UPDATED: 12/21/2025 01:51 PM

Property Details for 101 Derby Road

StatusActive
MLS #1619732
Days on Market245
Taxes$6,390 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built999
Lot Size0.28 AC / 12,196 SF
CountyWaldo County

Location

Listing Courtesy of Island Property
Add your commute

Building Information for 101 Derby Road

Stories-Year Built999Building Size-Lot Size0.28 AC / 12,196 SF

Payment Calculator

$2,978 per month

30 year fixed, 6.28% Interest

Principal and Interest

$2,446

Property Taxes

$533

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 101 Derby Road

Summary
Location and General Information
  • Road Surface Type: Paved
  • Water Body Name: Gilkey Harbor
  • Directions: Ferry Road to stop sign, right on Mill Creek Road to stop sign, right on Pendleton Point Road to Dark Harbor village, corner of Derby Road.
  • Town: Islesboro
  • State/Province: ME
  • Zip Code: 04848
  • County: Waldo
  • Geo Latitude: 44.260953
  • Geo Longitude: -68.913993
  • Tax Lot: 16
  • Site:Corner Lot: Yes
  • Site:Level: Yes
  • Site:Open: Yes
  • Site:Sidewalks: Yes
  • Location:Business District: Yes
  • Location:Neighborhood: Yes
  • Transportation:Deep Water Access: Yes
  • Transportation:Major Road Access: Yes
  • Transportation:Near Airport: Yes
  • Transportation:Public Transport Access: Yes
  • Recreational Water:Dock: Yes
  • Recreational Water:Nearby: Yes
  • Recreational Water:Public: Yes
  • Recreational Water:Waterfront Deep: Yes
Parking
  • Parking Features: 1 - 4 Spaces, Gravel
  • Attached Garage: No
Taxes and HOA Information
  • Tax Book Number: 2264
  • Tax Map Number: 38
  • Tax Year: 2025
  • Parcel Number: 902
  • Location Information:Association Y/N: No
  • Tax Annual Amount: $6,390.30
School Information
  • School District: Islesboro Public Schools
Property
Heating and Cooling
  • Water Heater:Electric: Yes
Lot Information
  • SqFt Finished Below Grade: 0.0
  • SqFt Finished Above Grade: 4500.0
  • Lot Size Acres: 0.28
  • Source of Acreage: Public Records
  • Building Area Total: 4500.0
  • Lot Size Area: 0.28
  • Lot Size Units: Acres
  • Lot Size Square Feet: 12196.8
  • Bedrooms Total: 4
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Street Number: 101
  • Property Information:Surveyed: Unknown
  • Property Information:Seasonal: No
  • Property Information:Deed/Conveyance Type Offered: Warranty
  • Property Information:Deed: All
  • Property Information:# Rooms: 8.00
  • Property Information:Total Half Baths: 1.00
  • Property Information:Color: gray cedar shingle
  • Property Information:# Full Baths Basement: .00
  • Property Information:Source of Road Frontage: Public Records
  • Property Information:# Half Baths Basement: .00
  • Property Information:# Full Baths Level 1: .00
  • Property Information:# Half Baths Level 1: 1.00
  • Property Information:# Full Baths Level 2: 1.00
  • Property Information:# Half Baths Level 2: .00
  • Property Information:# Full Baths Level 3: 1.00
  • Property Information:# Half Baths Level 3: .00
  • Property Information:# Full Baths Upper: .00
  • Property Information:# Half Baths Upper: .00
Parking
  • Driveway:Gravel: Yes
Property and Assessments
  • Sign on Property: Yes
  • Leased Land: No
  • Property Type: Residential,Single Family Residence
  • Property Type Label: Residential
  • Property Sub-Type: Single Family Residence
  • Building Area Source: Public Records
  • Year Built: 999
Utilities
  • Electric: Circuit Breakers
  • Sewer: Public Sewer
  • Water Source: Well, Private
  • Appliances Included:Cooktop: Yes
  • Appliances Included:Dryer: Yes
  • Appliances Included:Gas Range: Yes
  • Appliances Included:Refrigerator: Yes
  • Appliances Included:Washer: Yes
  • Gas:Bottled: Yes
Interior and Exterior Features
Exterior Features
  • Construction Materials: Shingle Siding, Wood Frame
  • # Fireplaces: 0
  • Fireplace: No
  • Vehicle Storage:No Vehicle Storage: Yes
  • Roof: Shingle
Interior Features
  • Basement: Interior, Dirt Floor, Full
  • Flooring: Wood, Vinyl
  • Interior Features: Shower
  • Cooling: None
  • Heating: Hot Water, Baseboard
  • Foundation Details: Concrete Perimeter
  • Laundry Features: Laundry - 1st Floor, Main Level
  • Room Total: 8
  • Bathrooms Total (Integer): 3
  • Bathrooms Total (Decimal): 2.50
  • Bathrooms Total (Notational): 2.10
  • Cooling YN: No
  • Heating YN: Yes
  • Kitchen Countertop:Formica: Yes
Room Information
Room 1
  • Room Type: Other Room
  • Room Level: First
Room 2
  • Room Type: Bedroom 1
  • Room Level: Second
Room 3
  • Room Type: Bedroom 2
  • Room Level: Second
Room 4
  • Room Type: Bedroom 3
  • Room Level: Second
Room 5
  • Room Type: Dining Room
  • Room Level: Second
Room 6
  • Room Type: Living Room
  • Room Level: Second
Room 7
  • Room Type: Kitchen
  • Room Level: Second
Room 8
  • Room Type: Bedroom 4
  • Room Level: Third

Property History for 101 Derby Road

DateEvent & SourcePriceAppreciation
Apr 14, 2025

Listed (Active)

Maine Listings #1619732

$525,000—
DateEvent & SourcePrice
04/14/2025

Listed (Active)

Maine Listings #1619732

$525,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 101 Derby Road

Taxable ValueLand$66,100Additions$470,900Total$537,000
Tax Record2024$6,390 ($532 / month)
Home Facts
Beds0Total Finished SqFt3,660 SqFtAbove Grade Finished SqFt3,660 SqFtStories2Lot Size12,197 SqFtStyleSingle Family ResidenceCountyWALDOAPNISBR M:0038 L:0016

Schools near 101 Derby Road

This home is within Islesboro Public Schools.
Rating
School
Type
Grades
Distance
Islesboro Central School
Public - K to 12
Rating
School
Distance
Islesboro Central School
PublicK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 101 Derby Road, Islesboro, ME 04848

101 Derby Road is a single family home for sale in Islesboro, ME 04848. This property was listed for sale on April 14, 2025 by Island Property, it's currently listed at $495,000. This listing's school district is Islesboro Public Schools. Nearby schools include Islesboro Central School. 101 Derby Road is a 4-bed, 3-bath, 4,500 sqft single family home built in 999.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Island Property

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. © 2022 Maine Real Estate Information System, Inc. All Rights Reserved.