About this home
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.
Listing last checked: Listing updated:
Listed by Listing Agent · Legacy Properties Sotheby's International Realty · MLS #1668144
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Details at a glance
Interior5 property facts
- Rooms
- 11
- Heating
- Electric, Propane, Heat Pump, Radiant
- Cooling
- Heat Pump
- Flooring
- Carpet, Tile, Wood
- Fireplaces
- 0
Building5 property facts
- Style
- Single Family Residence
- Year built
- 2008
- Garage
- 2
- Foundation
- Poured Concrete
- Roof
- Shingle
Land & utilities4 property facts
- Lot size
- 1.2 acres
- Water
- Private, Well
- Sewer
- Private Sewer, Septic Tank
- Zoning
- Residential
Financial3 property facts
- Annual taxes
- $3,270
- Assessment year
- 2025
- HOA fee
- $500 (billing period not supplied)
Location
Estimated monthly cost
Explore costs at the $750,000 asking price. Adjust the assumptions to your situation.
Known monthly costs$4,065 / monthAdjust
- Principal & interest
- $3,792
- Property tax
- $273
- Insurance
- Not entered
- HOA
- Not entered
Listing annual taxes: $3,270. Initial monthly tax is one twelfth of that amount. Listing HOA fee: $500. The billing period was not supplied; confirm the monthly amount before adding it.
Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.
The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.
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About 39 Shackleton's Way
Can I request a private showing?
Request a tour of 39 Shackleton's Way and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.

