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5 Beds
4 Baths
3,300 sqft

$789,000

39 Shackleton's Way, Boothbay ME, 04537

Built in2008
Property size3,300 sqft
Property typeResidential
Courtesy of Legacy Properties Sotheby's International Realty

Overview

Active

Listed Jun 22, 2026

Updated 46h ago

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.

$5,249/mo

Est. mortgage payment based on a $789,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
1668144

Interior Features

Bedrooms
5
Bathrooms
4
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
1.2 Acres

Other Property Details

Taxes
$3,270
Tax Frequency
Annually
Association Fee Frequency
Yearly
Garage
Yes
View
Yes
MLS provider logo

Listing Contact: 207-615-4991

Listed by Colin Harvey with Legacy Properties Sotheby's International Realty 207-615-4991

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. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither listing broker(s) nor James Spear shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

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Data is refreshed every 3 hours. Listing last updated at 6:46 AM UTC, 10/9/2026

 

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