# 101 Derby Road, Islesboro, ME 04848 > **TL;DR:** 4bd/3ba single family, $375,000 ($83/sqft), 4,500 sqft. > Waterfront. Est. $2,005/mo. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $375,000 | | Price/sqft | $83 | | Bedrooms | 4 | | Bathrooms | 2 full, 1 half | | Square Feet | 4,500 | | Lot Size | 12,197 sqft (0.28 acres) | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 0 | ## Why This Home Stands Out - **Waterfront** - Waterfront location listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,896 | | Estimated Insurance | $109 | | **Total** | **$2,005** | ## Key Amenities - Waterfront ## Property Highlights - 0.28 acre lot - Waterfront ## Description ### Agent 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. $375,000. Buy with restaurant next door for $525,000! ## Location - **Address:** 101 Derby Road, Islesboro, ME 04848 - **County:** Waldo - **Coordinates:** 44.260953, -68.913993 - **Google Maps:** https://www.google.com/maps?q=44.260953,-68.913993 ## Listing Agent - **Name:** John Oldham - **Brokerage:** Island Property - **Phone:** 2077348809 - **Broker Phone:** (207) 734-8809 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/101-Derby-Rd_Islesboro_ME_04848_M48301-24602?f=listhub&s=MREISME&m=1619732&c=propsimple) ## Photos ![101 Derby Road - Photo 1](http://lh.rdcpix.com/10fbf30943a4b542f581e27d40cebac4l-f2159439001r.jpg) ![101 Derby Road - Photo 2](http://lh.rdcpix.com/10fbf30943a4b542f581e27d40cebac4l-f2754471976r.jpg) ![101 Derby Road - Photo 3](http://lh.rdcpix.com/10fbf30943a4b542f581e27d40cebac4l-f2831359755r.jpg) ![101 Derby Road - Photo 4](http://lh.rdcpix.com/10fbf30943a4b542f581e27d40cebac4l-f1616453320r.jpg) ![101 Derby Road - Photo 5](http://lh.rdcpix.com/10fbf30943a4b542f581e27d40cebac4l-f2259676816r.jpg) ![101 Derby Road - Photo 6](http://lh.rdcpix.com/10fbf30943a4b542f581e27d40cebac4l-f3385638227r.jpg) ![101 Derby Road - Photo 7](http://lh.rdcpix.com/10fbf30943a4b542f581e27d40cebac4l-f3184432539r.jpg) ![101 Derby Road - Photo 8](http://lh.rdcpix.com/10fbf30943a4b542f581e27d40cebac4l-f1732033732r.jpg) ![101 Derby Road - Photo 9](http://lh.rdcpix.com/10fbf30943a4b542f581e27d40cebac4l-f1477797394r.jpg) ![101 Derby Road - Photo 10](http://lh.rdcpix.com/10fbf30943a4b542f581e27d40cebac4l-f2284027065r.jpg) --- **MLS#:** 1619732 | **Updated:** 2026-09-28 **Source:** listhub *Copyright © 2026 Maine Listings. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/101-derby-road-islesboro-me-04848-1619732) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/101-derby-road-islesboro-me-04848-1619732#listing", "url": "https://www.propertysimple.ai/listing/101-derby-road-islesboro-me-04848-1619732", "name": "101 Derby Road, Islesboro, ME 04848", "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. 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