# 766 Billy Shore Drive, Islesboro, ME 04848 > **TL;DR:** 3bd/1ba single family, $585,000 ($677/sqft), built 1900, 864 sqft. > Waterfront. Est. $3,129/mo. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $585,000 | | Price/sqft | $677 | | Bedrooms | 3 | | Bathrooms | 1 full | | Square Feet | 864 | | Year Built | 1900 | | Lot Size | 22,216 sqft (0.51 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%) | $2,958 | | Estimated Insurance | $171 | | **Total** | **$3,129** | ## Key Amenities - Waterfront ## Property Highlights - Built in 1900 - 0.51 acre lot - Waterfront ## Description ### Agent Description Rarely does a property like this become available in Islesboro's storied and much-loved summer colony, Sabbathday Harbor. Perfectly sited, up high on the shores of East Penobscot Bay, this classic cottage offers sweeping easterly water views extending to Cape Rosier and approximately 100 feet of bold, accessible shoreline. The first floor features a living room with a wood stove and doors that open to a spacious water view deck, a functional galley kitchen, and a full bath. The generous wrap-around deck provides the perfect vantage point for sunrise coffee, afternoon reading, or evening gatherings with the bay as your backdrop. Upstairs, three charming bedrooms capture the light and sea breezes. A separate simple structure could make for a fun getaway space. Steeped in tradition and rich in natural beauty, this property invites you to create lasting memories for generations to come in one of Maine's most cherished summer enclaves. ## Location - **Address:** 766 Billy Shore Drive, Islesboro, ME 04848 - **County:** Waldo - **Coordinates:** 44.336116, -68.891907 - **Google Maps:** https://www.google.com/maps?q=44.336116,-68.891907 ## Listing Agent - **Name:** Michael Lynch - **Brokerage:** Legacy Properties Sotheby's International Realty - **Broker Phone:** (207) 780-8900 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/766-Billy-Shore-Dr_Islesboro_ME_04848_M48399-62811?f=listhub&s=MREISME&m=1657259&c=propsimple) ## Photos ![766 Billy Shore Drive - Photo 1](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f2732856324r.jpg) ![766 Billy Shore Drive - Photo 2](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f614730401r.jpg) ![766 Billy Shore Drive - Photo 3](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f2887782318r.jpg) ![766 Billy Shore Drive - Photo 4](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f739445384r.jpg) ![766 Billy Shore Drive - Photo 5](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f3230657893r.jpg) ![766 Billy Shore Drive - Photo 6](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f3973790492r.jpg) ![766 Billy Shore Drive - Photo 7](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f2902423984r.jpg) ![766 Billy Shore Drive - Photo 8](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f2606476374r.jpg) ![766 Billy Shore Drive - Photo 9](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f595914589r.jpg) ![766 Billy Shore Drive - Photo 10](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f2597741641r.jpg) ![766 Billy Shore Drive - Photo 11](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f1383467047r.jpg) ![766 Billy Shore Drive - Photo 12](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f3425207807r.jpg) ![766 Billy Shore Drive - Photo 13](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f494499636r.jpg) ![766 Billy Shore Drive - Photo 14](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f1222029619r.jpg) ![766 Billy Shore Drive - Photo 15](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f3135334918r.jpg) ![766 Billy Shore Drive - Photo 16](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f268105010r.jpg) ![766 Billy Shore Drive - Photo 17](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f3965529319r.jpg) ![766 Billy Shore Drive - Photo 18](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f4051484477r.jpg) ![766 Billy Shore Drive - Photo 19](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f1031097537r.jpg) ![766 Billy Shore Drive - Photo 20](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f3559300164r.jpg) ![766 Billy Shore Drive - Photo 21](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f4031128806r.jpg) ![766 Billy Shore Drive - Photo 22](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f3754528326r.jpg) ![766 Billy Shore Drive - Photo 23](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f2813134243r.jpg) ![766 Billy Shore Drive - Photo 24](http://lh.rdcpix.com/682b2d19ab0f82a4eed9de4232df165bl-f2348144250r.jpg) --- **MLS#:** 1657259 | **Updated:** 2026-10-27 **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://staging.propertysimple.ai/listing/766-billy-shore-drive-islesboro-me-04848-86e308db103841488d7068a18e4cd6f9) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/766-billy-shore-drive-islesboro-me-04848-86e308db103841488d7068a18e4cd6f9#listing", "url": "https://staging.propertysimple.ai/listing/766-billy-shore-drive-islesboro-me-04848-86e308db103841488d7068a18e4cd6f9", "name": "766 Billy Shore Drive, Islesboro, ME 04848", "description": "Rarely does a property like this become available in Islesboro's storied and much-loved summer colony, Sabbathday Harbor. 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