39 Shackleton's Way
Boothbay, ME 04537
For more information on this listing, contact us at: (207) 272-2202
Active
$750,000
39 Shackleton's Way Boothbay, ME 04537
Single Family Residence
Property Type
5
Beds
3 Full 1 Half
Baths
3,300
Sq. Ft.
2008
Year Built
Lincoln
County
Listing Office
Office
Legacy Properties Sotheby's International Realty
Legacy Properties Sotheby's International Realty
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.
MLS #
1668144
Monthly HOA
$42
On Site
Not Available
Last Updated
10/20/2026
Location
Contact Agent
Maureen Zemrak
(207) 272-2202Property Details
Community Information
Address
39 Shackleton's Way, Boothbay, ME 04537
County
Lincoln
City
Boothbay
Subdivision
Center Lookout Homeowners Association
Zip Code
04537
Architecture
Bedrooms
5
Bathrooms
3 Full / 1 Half
Year Built
2008
Style
Cape Cod, Contemporary
Construction Materials
Wood Frame, Wood Siding
Roof
Shingle
Foundation
Poured Concrete
Basement
Interior Entry, Walk-Out Access, Finished, Full
Garage Spaces
2
Parking Features
Gravel, 1 - 4 Spaces, On Site, Garage Door Opener, Inside Entrance
Garages Features
2 Car, Attached, Auto Door Opener, Inside Entrance
Features / Amenities
Interior Features
In-Law Floorplan, Walk-In Closet(s)
Appliances
Dishwasher, Dryer, Gas Range, Refrigerator, Washer
Flooring
Carpet, Tile, Wood
Laundry
Main Level
Amenities
In-Law Apartment, Main Level, Walk-in Closets
Cooling
Heat Pump
Heating
Electric, Propane, Heat Pump, Radiant
Water Heater
Electric
Total Rooms
11
Square Footage Finished Sq. Ft.
Above Grade
3300
Property Features
Lot Size
1.2 Acres
Lot Features
Near Country Club, Near Golf Course, Near Town, Neighborhood, Rolling Slope, Wooded
View
Trees/Woods
Roads
Gravel, Private Road, Dirt
Sewer
Private Sewer, Septic Tank
Water
Private, Well
Electric
Circuit Breakers
Gas
Bottled
Road Frontage
Private Road
Road Surface
Gravel, Dirt
Zoning
Residential
Directions
GPS is accurate
Tax and Financial Info
Tax Year
2025
Association Fee
$500 (paid Annually)
Rooms
| Level | Features | |
| Primary Bedroom | Second | Walk-In Closet(s), Above Garage, Built-Ins, Cathedral Ceiling(s), Full Bath |
| Living Room | First | Built-Ins |
| Kitchen | First | Kitchen Island |
| Dining Room | First | Dining Area, Built-Ins |
| Bedroom 2 | Second | Built-Ins, Cathedral Ceiling(s), Closet |
| Bedroom 5 | First | |
| Loft | Third | Built-Ins |
| Bedroom 4 | Basement | |
| Bedroom 3 | Basement | |
| Family Room | Basement | Built-Ins |
| Mud Room | First |
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Listing Information Last Updated 10/20/2026

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.
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Mortgage values are calculated by Sierra Interactive and are provided for estimate purposes only. Walking and Transportation data are provided by WalkScore as a guideline and should be independently verified.