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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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
    P: (207)-615-4991 C: (207)-615-4991 charvey@legacysir.com

Property Details for 39 Shackleton's Way

Architectural Style
Cape Cod, Contemporary
Subdivision Name
Center Lookout Homeowners Association
View
Trees/Woods
Has Waterfront
No
Zoning
Residential
LISTING UPDATED: 06/22/2026 03:28 AM

Property Details for 39 Shackleton's Way

StatusActive
MLS #1668144
Days on Market18
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

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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

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Property Information for 39 Shackleton's Way

Summary
Location and General Information
  • Water View: No
  • Page: 118
  • Zoning Overlay: Yes
  • Directions: GPS is accurate
  • Latitude: 43.87672
  • Longitude: -$69.64
Taxes and HOA
  • Association Fee: $500.00
  • Association: Yes
  • Tax Lot: 2-4
  • Tax Book Number: 6050
  • Tax Map Number: R-4
  • Tax Year: 2025
  • Association Fee Frequency: Annually
  • Tax Annual Amount: $3,270.36
Parking
  • Parking Features: Gravel, 1 - 4 Spaces, On Site, Garage Door Opener, Inside Entrance
  • Vehicle Storage: 2 Car, Attached, Auto Door Opener, Direct Entry to Living
  • Has Attached Garage: Yes
  • Garage Spaces: 2.0
  • Has Garage: Yes
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Property
Lot Information
  • Lot Features: Near Country Club, Near Golf Course, Near Town, Neighborhood, Rolling Slope, Wooded
  • Lot Size Acres: 1.2
  • Lot Size Area: 1.2
  • Lot Size Source: Survey
  • Lot Size Square Feet: 52272.0
  • Lot Size Units: Acres
  • Roads: Gravel, Private Road, Dirt
  • Road Frontage Type: Private Road
  • Road Surface Type: Gravel, Dirt
  • Tree Growth: false
Property and Assessments
  • Above Grade Finished Area: 3300.0
  • Building Area Source: Seller
  • Building Area Total: 3300.0
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Deed: All
  • Deed/Conveyance Type Offered: Quit Claim w/Covenant
  • Surveyed: Yes
  • Year Built: 2008
Building Features
  • Foundation Details: Poured Concrete
  • Construction Materials: Wood Frame, Wood Siding
  • Color: Tan
Financial Information
  • List Price/SqFt: $243.94
Green Features
  • HERS Certified: No
Utilities
  • Electric: Circuit Breakers
  • Gas: Bottled
  • Sewer: Private Sewer, Septic Tank
  • Water Source: Private, Well
  • Water Heater: Electric
Interior and Exterior Features
Exterior Features
  • Roof: Shingle
Interior Features
  • Amenities: In-Law Apartment, Laundry - 1st Floor, Walk-in Closets
  • Appliances: Dishwasher, Dryer, Gas Range, Refrigerator, Washer
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Decimal: 3.5
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 5
  • Laundry Features: Main Level
  • # Full Baths Level 2: 2
  • # Half Baths Level 1: 1
  • Rooms Total: 11
  • Basement: Interior Entry, Walk-Out Access, Finished, Full
  • # Full Baths Basement: 1.0
  • Has Fireplace: No
  • Cooling: Heat Pump
  • Has Cooling: Yes
  • Heating: Electric, Propane, Heat Pump, Radiant
  • Has Heating: Yes
  • Flooring: Carpet, Tile, Wood
  • Interior Features: In-Law Floorplan, Walk-In Closet(s)
Room Information
Primary Bedroom
  • Primary Bedroom: Primary Bedroom
  • Primary Bedroom Level: Second
  • Primary Bedroom Amenities: Cathedral Ceiling, Above Garage, Built-Ins, Full Bath, Walk-in Closet
Bedroom 2
  • Bedroom 2: Bedroom 2
  • Bedroom 2 Level: Second
  • Bedroom Amenities 2: Cathedral Ceiling, Built-Ins, Closet
Bedroom 3
  • Bedroom 3: Bedroom 3
  • Bedroom 3 Level: Basement
Bedroom 4
  • Bedroom 4: Bedroom 4
  • Bedroom 4 Level: Basement
Bedroom 5
  • Bedroom 5: Bedroom 5
  • Bedroom 5 Level: First
Dining Room
  • Dining Room: Dining Room
  • Dining Room Level: First
  • Dining Room Amenities: Built-Ins, Dining Area
Family Room
  • Family Room: Family Room
  • Family Room Level: Basement
  • Family Room Amenities: Built-Ins
Kitchen
  • Kitchen: Kitchen
  • Kitchen Level: First
  • Kitchen Amenities: Island
Laundry
  • Laundry Room Amenities: Main Level
Living Room
  • Living Room: Living Room
  • Living Room Level: First
  • Living Room Amenities: Built-Ins
Loft
  • Loft: Loft
  • Loft Amenities: Built-Ins, Ladder
Mud Room
  • Mud Room: Mud Room
  • Mud Room Level: First
Rental
Rent Information
  • Land Lease: No

Property History for 39 Shackleton's Way

DateEvent & SourcePriceAppreciation
Jun 19, 2026

Listed (Active)

Maine Listings #1668144

$805,000—
Mar 14, 2006

Sold

Maine Listings #778126

$49,000—
Feb 23, 2006

Pending

Maine Listings #778126

—
DateEvent & SourcePrice
06/19/2026

Listed (Active)

Maine Listings #1668144

$805,000
03/14/2006

Sold

Maine Listings #778126

$49,000
02/23/2006

Pending

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 for sale in Boothbay, ME 04537. This property was listed for sale on June 19, 2026 by Legacy Properties Sotheby's International Realty, it's currently listed at $805,000. It has been on the market for a total of 18 days and was last sold on March 14, 2006. 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.