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  • $805,000

    39 Shackleton's Way, Boothbay, ME 04537

    5beds
    3,300sqft
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    Single Family Residence
    Built in 2008
    1.2 Acres Lot
    $-- Zestimate®
    $244/sqft
    $42/mo HOA

    What's special

    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.
    4 days
    |
    499
    |
    31
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Legacy Properties Sotheby's International Realty

    Source: Maine Listings,MLS#: 1668144MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Walk-In Closet(s), Above Garage, Built-in Features, Cathedral Ceiling(s), Full Bath
      • Level: Second
      Bedroom 2
      • Features: Built-in Features, Cathedral Ceiling(s), Closet
      • Level: Second
      Bedroom 3
      • Level: Basement
      Bedroom 4
      • Level: Basement
      Bedroom 5
      • Level: First
      Dining room
      • Features: Dining Area, Built-in Features
      • Level: First
      Family room
      • Features: Built-in Features
      • Level: Basement
      Kitchen
      • Features: Kitchen Island
      • Level: First
      Living room
      • Features: Built-in Features
      • Level: First
      Loft
      • Features: Built-in Features
      • Level: Third
      Mud room
      • Level: First
      Heating
      • Heat Pump, Radiant
      Cooling
      • Heat Pump
      Appliances
      • Included: Dishwasher, Dryer, Gas Range, Refrigerator, Washer
      Features
      • In-Law Floorplan, Walk-In Closet(s)
      • Flooring: Carpet, Tile, Wood
      • Basement: Interior Entry,Walk-Out Access,Finished,Full
      • Has fireplace: No
      Interior area
      • Total structure area: 3,300
      • Total interior livable area: 3,300 sqft
      • Finished area above ground: 3,300
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Gravel, 1 - 4 Spaces, On Site, Garage Door Opener
      • Attached garage spaces: 2
      Features
      • Has view: Yes
      • View description: Trees/Woods
      Lot
      • Size: 1.2 Acres
      • Features: Near Country Club, Near Golf Course, Near Town, Neighborhood, Rolling Slope, Wooded
      Details
      • Parcel number: BOOTMR04B0002L04
      • Zoning: Residential

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape Cod,Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame, Wood Siding
      • Foundation: Poured Concrete
      • Roof: Shingle
      Condition
      • Year built: 2008

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Private Sewer, Septic Tank
      • Water: Private, Well

      Community & HOA

      Community
      • Subdivision: Center Lookout Homeowners Association
      HOA
      • Has HOA: Yes
      • HOA fee: $500 annually
      Location
      • Region: Boothbay

      Financial & listing details

      • Price per square foot: $244/sqft
      • Tax assessed value: $270,278
      • Annual tax amount: $3,270
      • Date on market: 6/22/2026
      • Road surface type: Gravel, Dirt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/22/2026Listed for sale$805,000+192.7%$244/sqft
        Source: Maine Listings #1668144 Report a problem
        3/24/2021Listing removed--
        Source: Owner Report a problem
        11/21/2015Listing removed$275,000$83/sqft
        Source: Owner Report a problem
        8/23/2015Listed for sale$275,000$83/sqft
        Source: Owner Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$3,068 +13%$270,278
        2023$2,716 +8%$270,278
        2022$2,514 -2.6%$270,278
        2021$2,581 $270,278
        2020$2,581 +1.1%$270,278
        2019$2,554 +1.6%$270,278
        2018$2,514 -2.2%$270,278 -3.3%
        2017$2,570 +75.9%$279,400 +68.3%
        2016$1,461 +0.6%$166,000
        2015$1,453 +3%$166,000
        2014$1,411 +1.2%$166,000
        2013$1,394 +18.9%$166,000
        2008$1,172 $166,000

        Find assessor info on the county website

        Monthly payment

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          Payment breakdown

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          All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
          HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
          Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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          Climate risks

          Neighborhood: 04537

          Getting around

          19 / 100
          Car-Dependent
          23 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating

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