39 Shackleton's Way Boothbay, ME 04537
39 Shackleton's Way Boothbay, ME 04537 | MLS 1668144 Photo 1
39 Shackleton's Way Boothbay, ME 04537 | MLS 1668144 Photo 2
39 Shackleton's Way Boothbay, ME 04537 | MLS 1668144 Photo 3
39 Shackleton's Way Boothbay, ME 04537 | MLS 1668144 Photo 4
39 Shackleton's Way Boothbay, ME 04537 | MLS 1668144 Photo 5
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
View All Property Details

Listing Office

Office 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

Maureen Zemrak

(207) 272-2202

Property Details

Community Information

Address 39 Shackleton's Way, Boothbay, ME 04537
County Lincoln
City Boothbay
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

LevelFeatures
Primary BedroomSecondWalk-In Closet(s), Above Garage, Built-Ins, Cathedral Ceiling(s), Full Bath
Living RoomFirstBuilt-Ins
KitchenFirstKitchen Island
Dining RoomFirstDining Area, Built-Ins
Bedroom 2SecondBuilt-Ins, Cathedral Ceiling(s), Closet
Bedroom 5First
LoftThirdBuilt-Ins
Bedroom 4Basement
Bedroom 3Basement
Family RoomBasementBuilt-Ins
Mud RoomFirst

Mortgage Calculator

%
%
Your monthly payment will be
$0,000
Loan and interest only.
Purchase price
Down payment

The Mortgage calculator is sourced by Sierra Interactive.

Schools

Walking and Transportation

0
Wait...
Walk Score ®
0
Wait...
Transit Score ®
0
Wait...
Bike Score ®
Please wait while loading...

Schedule a Tour

39 Shackleton's Way Boothbay, ME 04537 | MLS 1668144
ASAP
Tue 10 Nov
Wed 11 Nov
Thu 12 Nov
Fri 13 Nov
Sat 14 Nov
Sun 15 Nov
Mon 16 Nov
Scheduling is free, and you can cancel anytime.
Get Directions
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.
© 2026 Maine Real Estate Information System, Inc. All Rights Reserved.  

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.

39 Shackleton's Way Boothbay, ME 04537
  • $750,000
  • 5 beds
  • 3 full  1 half baths
  • 3,300 Sq. Ft.