39 Shackleton's Way

Boothbay, ME 04537

$805,000
Price
5
Beds
3,300 Sq. Ft.
$244 / Sq. Ft.
3,300
Sq. Ft.
$244
per Sq. Ft.
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Coming Soon / No Show
Coming Soon / No Show
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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...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.
  1. Listed by Colin Harvey • Legacy Properties Sotheby's International Realty

Property Details for 39 Shackleton's Way

Waterfront
No
ArchitecturalStyle
Cape Cod, Contemporary
Garage Spaces
2.00
Garage
Yes
Zoning
Residential
View
Trees/Woods
Subdivision Name
Center Lookout Homeowners Association
LISTING UPDATED: 06/19/2026 03:36 PM

Property Details for 39 Shackleton's Way

StatusComing Soon / No Show
MLS #1668144
Days on Market-
Taxes$3,270 / year
HOA Fees$500 / year
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2008
Lot Size1.20 AC / 52,272 SF
CountyLincoln County
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Location

Listing Courtesy of Legacy Properties Sotheby's International Realty
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Building Information for 39 Shackleton's Way

Stories-Year Built2008Building Size-Lot Size1.20 AC / 52,272 SF

Payment Calculator

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$4,326 per month

30 year fixed, 6.36% Interest

Principal and Interest

$4,011

Property Taxes

$273

HOA Dues

$42

The Payment Calculator is for illustrative purposes only.

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Property Information for 39 Shackleton's Way

Summary
Location and General Information
  • Road Surface Type: Gravel, Dirt
  • Directions: GPS is accurate
  • Town: Boothbay
  • State/Province: ME
  • Zip Code: 04537
  • County: Lincoln
  • Geo Latitude: 43.87672
  • Geo Longitude: -69.641915
  • Road Frontage Type: Private Road
  • Tax Lot: 2-4
  • Site:Rolling/Sloping: Yes
  • Site:Wooded: Yes
  • Location:Near Country Club: Yes
  • Location:Near Golf Course: Yes
  • Location:Near Town: Yes
  • Location:Neighborhood: Yes
  • Construction: Wood Frame
  • Water View2: No
  • Tree Growth YN2: false
Parking
  • Parking Features: Auto Door Opener, Gravel, Inside Entrance, 1 - 4 Spaces, On Site
  • Attached Garage: Yes
  • Parking: 1 - 4 Spaces, On Site2
Taxes and HOA Information
  • Tax Book Number: 6050
  • Tax Map Number: R-4
  • Tax Year: 2025
  • Parcel Number: 39ShackletonsWayBoothbay04537
  • Location Information:Association Y/N: Yes
  • Tax Annual Amount: $3,270.36
Virtual Tour
Property
Green Features
  • HERS Certified: No
Heating and Cooling
  • Water Heater:Electric: Yes
  • Heat Fuel: Electric, Propane
  • Heat System: Heat Pump, Radiant
Lot Information
  • SqFt Finished Below Grade: 0.0
  • SqFt Finished Above Grade: 3300.0
  • Lot Size Acres: 1.2
  • Source of Acreage: Survey
  • Building Area Total: 3300.0
  • Lot Size Area: 1.2
  • Lot Size Units: Acres
  • Lot Size Square Feet: 52272.0
  • Bedrooms Total: 5
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Street Number: 39
  • Property Information:Surveyed: Yes
  • Property Information:Seasonal: No
  • Property Information:Deed/Conveyance Type Offered: Quit Claim w/Covenant
  • Property Information:Deed: All
  • Property Information:# Rooms: 11.00
  • Property Information:Total Half Baths: 1.00
  • Property Information:Color: Tan
  • Property Information:# Full Baths Basement: 1.00
  • Property Information:# Half Baths Basement: .00
  • Property Information:# Full Baths Level 1: .00
  • Property Information:# Half Baths Level 1: 1.00
  • Property Information:# Full Baths Level 2: 2.00
  • Property Information:# Half Baths Level 2: .00
  • Property Information:# Full Baths Level 3: .00
  • Property Information:# Half Baths Level 3: .00
  • Property Information:# Full Baths Upper: .00
  • Property Information:# Half Baths Upper: .00
Parking
  • Driveway:Gravel: Yes
  • Driveway: Gravel
Property and Assessments
  • Leased Land: No
  • Property Type: Residential,Single Family Residence
  • Property Type Label: Residential
  • Property Sub-Type: Single Family Residence
  • Building Area Source: Seller
  • Year Built: 2008
Utilities
  • Electric: True
  • Sewer: Private Sewer, Septic Tank
  • Water Source: Private, Well
  • Appliances Included:Dishwasher: Yes
  • Appliances Included:Dryer: Yes
  • Appliances Included:Gas Range: Yes
  • Appliances Included:Refrigerator: Yes
  • Appliances Included:Washer: Yes
  • Gas:Bottled: Yes
  • Water Heater: Electric2
  • Appliances: Washer, Refrigerator, Gas Range, Dryer, Dishwasher
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, Wood Siding
  • # Fireplaces: 0
  • Fireplace: No
  • Vehicle Storage:2 Car: Yes
  • Vehicle Storage:Auto Door Opener: Yes
  • Vehicle Storage:Direct Entry to Living: Yes
  • Roof: Shingle
  • Vehicle Storage: 2 Car, Auto Door Opener, Direct Entry to Living
  • Basement Entry: Interior
Interior Features
  • Basement: Finished, Full, Walkout Access
  • Flooring: Carpet, Tile, Wood
  • Interior Features: In-Law Apartment, Walk-in Closets
  • Cooling: Heat Pump
  • Heating: Electric, Propane, Heat Pump, Radiant
  • Foundation Details: Poured Concrete
  • Laundry Features: Main Level
  • Room Total: 11
  • Bathrooms Total (Integer): 4
  • Bathrooms Total (Decimal): 3.50
  • Bathrooms Total (Notational): 3.10
  • Cooling YN: Yes
  • Heating YN: Yes
  • Dining Room Amenities: Built-Ins8, Dining Area
  • Family Room Amenities: Built-Ins10
  • Amenities: In-Law Apartment, Laundry - 1st Floor, Walk-in Closets
  • Kitchen Amenities: Island
  • Living Room Amenities: Built-Ins14
  • Loft Amenities: Built-Ins18, Ladder
  • Mud Room: Yes
  • Loft: Yes
  • Primary Bedroom Amenities: Above Garage7, Built-Ins15, Cathedral Ceiling4, Full Bath7, Walk-in Closet6
Room Information
Room 1
  • Room Type: Primary Bedroom
  • Room Level: Second
Room 2
  • Room Type: Bedroom 2
  • Room Level: Second
  • Bedroom Amenities 2: Built-Ins4, Cathedral Ceiling8, Closet2
Room 3
  • Room Type: Bedroom 3
  • Room Level: Basement
Room 4
  • Room Type: Bedroom 4
  • Room Level: Basement
Room 5
  • Room Type: Bedroom 5
  • Room Level: First
Room 6
  • Room Type: Dining Room
  • Room Level: First
Room 7
  • Room Type: Family Room
  • Room Level: Basement
Room 8
  • Room Type: Kitchen
  • Room Level: First
Room 9
  • Room Type: Living Room
  • Room Level: First
Room 10
  • Room Type: Loft
  • Room Level: Third
Room 11
  • Room Type: Mud Room
  • Room Level: First

Property History for 39 Shackleton's Way

DateEvent & SourcePriceAppreciation
Mar 14, 2006

Sold

Maine Listings #778126

$49,000—
Feb 23, 2006

Pending

Maine Listings #778126

—
Feb 23, 2006

Active Under Contract

Maine Listings #778126

—
DateEvent & SourcePrice
03/14/2006

Sold

Maine Listings #778126

$49,000
02/23/2006

Pending

Maine Listings #778126

—
02/23/2006

Active Under Contract

Maine Listings #778126

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 39 Shackleton's Way

Taxable ValueLand$52,560Additions$217,718Total$270,278
Tax Record2025$3,270 ($272 / month)
Home Facts
Beds2Baths1Total Finished SqFt1,164 SqFtAbove Grade Finished SqFt1,164 SqFtStories2Lot Size52,272 SqFtStyleSingle Family ResidenceYear Built2006ZoningGRCountyLINCOLNAPNBOOT M:R04 B:0002 L:04

Schools near 39 Shackleton's Way

This home is within Boothbay-Boothbay Hbr Community School District.
Rating
School
Type
Grades
Distance
Boothbay Region Elementary School
Public - PK to 8
Boothbay Region High School
Public - 9 to 12
Rating
School
Distance
Boothbay Region Elementary School
PublicPK to 8

Boothbay Region High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 39 Shackleton's Way, Boothbay, ME 04537

39 Shackleton's Way is a single family home Coming Soon in Boothbay, ME 04537. This property is currently priced at $805,000. This listing's school district is Boothbay-Boothbay Hbr Community School District. Nearby schools include Boothbay Region Elementary School and Boothbay Region High School. 39 Shackleton's Way is a 5-bed, 4-bath, 3,300 sqft single family home built in 2008.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Legacy Properties Sotheby's International Realty

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.