# 39 Shackleton's Way, Boothbay, ME 04537 > **TL;DR:** 5bd/4ba single family, $789,000 ($239/sqft), built 2008, 3,300 sqft. > A/C. Est. $4,720/mo. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $789,000 | | Price/sqft | $239 | | Bedrooms | 5 | | Bathrooms | 3 full, 1 half | | Square Feet | 3,300 | | Year Built | 2008 | | Lot Size | 52,272 sqft (1.20 acres) | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 0 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,990 | | Estimated Insurance | $230 | | HOA | $500 | | **Total** | **$4,720** | ## Key Amenities - A/C ## Property Highlights - Built in 2008 - 1.20 acre lot ## Description ### Agent Description Welcome to 39 Shackleton's Way in Boothbay, an extensively renovated 3,300 square foot residence offering an exceptional blend of modern craftsmanship, thoughtful design, and everyday comfort. Set on 1.2 private acres and reimagined down to the studs since 2022, the home has undergone a complete renovation with extensive updates throughout. The spacious floor plan features five bedrooms, one of which is currently used as a home office, three full bathrooms, one half bath, and an attached two-car garage. At the heart of the home is a beautifully appointed kitchen with commercial-grade appliances and an oversized island designed for gathering and entertaining. Hardwood floors, custom built-ins, and carefully curated finishes create a warm yet sophisticated atmosphere throughout. The primary suite serves as a private retreat, featuring cathedral ceilings and a luxurious spa-inspired bathroom. Additional living spaces include a dedicated office with built-in cabinetry, a beautifully finished wet bar, and a well-designed in-law apartment complete with its own living space, offering exceptional flexibility for guests, extended family, or multigenerational living. Recent improvements include new heat pumps, radiant heat flooring, new decks, and extensive interior and exterior enhancements completed as part of the home's comprehensive renovation. Thoughtful details throughout, including designer wallpaper accents and custom millwork, contribute to the home's distinctive character and quality. Surrounded by mature trees and offering a peaceful, private setting, the property is ideally located just 3 minutes from Boothbay Harbor Country Club and only 7 minutes from downtown Boothbay Harbor's restaurants, shops, marinas, and waterfront attractions. Offering the space, quality, and flexibility rarely found in today's market, 39 Shackleton's Way presents a unique opportunity to enjoy coastal Maine living in one of the region's most desirable locations. ## Location - **Address:** 39 Shackleton's Way, Boothbay, ME 04537 - **County:** Lincoln - **Coordinates:** 43.87672, -69.641915 - **Google Maps:** https://www.google.com/maps?q=43.87672,-69.641915 ## Listing Agent - **Name:** Colin Harvey - **Brokerage:** Legacy Properties Sotheby's International Realty - **Phone:** 2076154991 - **Broker Phone:** (207) 780-8900 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/39-Shackletons-Way_Boothbay_ME_04537_M48910-16081?f=listhub&s=MREISME&m=1668144&c=propsimple) ## Photos ![39 Shackleton's Way - Photo 1](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2561572223r.jpg) ![39 Shackleton's Way - Photo 2](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f3903563197r.jpg) ![39 Shackleton's Way - Photo 3](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f3964765107r.jpg) ![39 Shackleton's Way - Photo 4](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f421298820r.jpg) ![39 Shackleton's Way - Photo 5](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2994749596r.jpg) ![39 Shackleton's Way - Photo 6](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f3128252374r.jpg) ![39 Shackleton's Way - Photo 7](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f64315970r.jpg) ![39 Shackleton's Way - Photo 8](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f858504236r.jpg) ![39 Shackleton's Way - Photo 9](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2307594996r.jpg) ![39 Shackleton's Way - Photo 10](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f1636581171r.jpg) ![39 Shackleton's Way - Photo 11](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2445149264r.jpg) ![39 Shackleton's Way - Photo 12](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2965006771r.jpg) ![39 Shackleton's Way - Photo 13](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f774719026r.jpg) ![39 Shackleton's Way - Photo 14](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f3633774658r.jpg) ![39 Shackleton's Way - Photo 15](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2693572882r.jpg) ![39 Shackleton's Way - Photo 16](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f529721016r.jpg) ![39 Shackleton's Way - Photo 17](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2750411407r.jpg) ![39 Shackleton's Way - Photo 18](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f1219583980r.jpg) ![39 Shackleton's Way - Photo 19](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2450268752r.jpg) ![39 Shackleton's Way - Photo 20](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2829328253r.jpg) ![39 Shackleton's Way - Photo 21](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2095592075r.jpg) ![39 Shackleton's Way - Photo 22](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2389629139r.jpg) ![39 Shackleton's Way - Photo 23](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f93289918r.jpg) ![39 Shackleton's Way - Photo 24](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f3440547943r.jpg) ![39 Shackleton's Way - Photo 25](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f3086121464r.jpg) ![39 Shackleton's Way - Photo 26](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f3447660271r.jpg) ![39 Shackleton's Way - Photo 27](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f3418037544r.jpg) ![39 Shackleton's Way - Photo 28](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2656851476r.jpg) ![39 Shackleton's Way - Photo 29](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2956701682r.jpg) ![39 Shackleton's Way - Photo 30](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f3648506554r.jpg) ![39 Shackleton's Way - Photo 31](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f734886479r.jpg) ![39 Shackleton's Way - Photo 32](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f1422577925r.jpg) ![39 Shackleton's Way - Photo 33](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2889673339r.jpg) ![39 Shackleton's Way - Photo 34](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f337557145r.jpg) ![39 Shackleton's Way - Photo 35](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2330574162r.jpg) ![39 Shackleton's Way - Photo 36](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f3115022182r.jpg) ![39 Shackleton's Way - Photo 37](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2925220459r.jpg) ![39 Shackleton's Way - Photo 38](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f3973696149r.jpg) ![39 Shackleton's Way - Photo 39](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f758537960r.jpg) ![39 Shackleton's Way - Photo 40](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f4130012141r.jpg) ![39 Shackleton's Way - Photo 41](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f3123317341r.jpg) ![39 Shackleton's Way - Photo 42](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f3750235226r.jpg) ![39 Shackleton's Way - Photo 43](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2451313585r.jpg) ![39 Shackleton's Way - Photo 44](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f90752989r.jpg) ![39 Shackleton's Way - Photo 45](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2098955506r.jpg) ![39 Shackleton's Way - Photo 46](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f756706699r.jpg) ![39 Shackleton's Way - Photo 47](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2164955383r.jpg) ![39 Shackleton's Way - Photo 48](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2573002223r.jpg) ![39 Shackleton's Way - Photo 49](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2867795090r.jpg) ![39 Shackleton's Way - Photo 50](http://lh.rdcpix.com/346b9a6acbf26fa6b32b5035a8c52c47l-f2371371855r.jpg) --- **MLS#:** 1668144 | **Updated:** 2026-09-14 **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/39-shackleton-s-way-boothbay-me-04537-1668144) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/39-shackleton-s-way-boothbay-me-04537-1668144#listing", "url": "https://www.propertysimple.ai/listing/39-shackleton-s-way-boothbay-me-04537-1668144", "name": "39 Shackleton's Way, Boothbay, ME 04537", "description": "Welcome to 39 Shackleton's Way in Boothbay, an extensively renovated 3,300 square foot residence offering an exceptional blend of modern craftsmanship, thoughtful design, and everyday comfort. Set on 1.2 private acres and reimagined down to the studs since 2022, the home has undergone a complete renovation with extensive updates throughout. The spacious floor plan features five bedrooms, one of which is currently used as a home office, three full bathrooms, one half bath, and an attached two-car garage. At the heart of the home is a beautifully appointed kitchen with commercial-grade appliances and an oversized island designed for gathering and entertaining. Hardwood floors, custom built-ins, and carefully curated finishes create a warm yet sophisticated atmosphere throughout. The primary suite serves as a private retreat, featuring cathedral ceilings and a luxurious spa-inspired bathroom. Additional living spaces include a dedicated office with built-in cabinetry, a beautifully finished wet bar, and a well-designed in-law apartment complete with its own living space, offering exceptional flexibility for guests, extended family, or multigenerational living. Recent improvements include new heat pumps, radiant heat flooring, new decks, and extensive interior and exterior enhancements completed as part of the home's comprehensive renovation. Thoughtful details throughout, including designer wallpaper accents and custom millwork, contribute to the home's distinctive character and quality. Surrounded by mature trees and offering a peaceful, private setting, the property is ideally located just 3 minutes from Boothbay Harbor Country Club and only 7 minutes from downtown Boothbay Harbor's restaurants, shops, marinas, and waterfront attractions. 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