$2,095,000
$655K PRICE DROP

1588 Turtle Head Rd Islesboro, ME 04848

Estimated payment $12,561/month

Total Views 12,146
3 Beds
2.5 Baths
1,792 Sq Ft
$1,169 Price per Sq Ft

Highlights

  • Additional Residence on Property
  • 328 Feet of Waterfront
  • Property is near a beach
  • Islesboro Central School Rated 9+
  • Docks
  • Island Location

About This Home

1588 Turtle Head Road is a premier waterfront retreat with stunning western views across Turtle Head Cove and Penobscot Bay, back towards Belfast and the Camden Hills. The property includes a beautifully renovated mid-century modern home with two bedrooms and a spacious, open floor plan designed to capture natural light and maximize the water views. There is also a versatile garage/barn with a fully redone one-bedroom guest apartment above, perfect for hosting extended family and friends. Recent improvements can be found throughout the property, including a new sauna, and it has been very well-landscaped with lawn and gardens, professional stonework, and 328± feet of shorefront with a sand and pebble beach area. An all-new, granite deep-water pier with three moorings - a two ton, a four ton, and a six ton appropriate for a 100-foot sailboat - make this an ideal island retreat with convenient access to the mainland and the excellent boating in Penobscot Bay.

Listing Agent

Joseph Sortwell

LandVest, Inc. Listed on: 03/13/2026

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $12,027

Year Built

  • Built in 1972

Lot Details

  • 5.23 Acre Lot
  • 328 Feet of Waterfront
  • Ocean Front
  • Property fronts a private road
  • Rural Setting
  • Landscaped
  • Level Lot
  • Wooded Lot
  • Property is zoned Shoreland

Parking

  • 2 Car Detached Garage
  • Garage Door Opener
  • Gravel Driveway

Property Views

  • Water
  • Scenic Vista

Home Design

  • Contemporary Architecture
  • Ranch Style House
  • Block Foundation
  • Slab Foundation
  • Wood Frame Construction
  • Shingle Roof
  • Composition Roof
  • Wood Siding
  • Vinyl Siding

Interior Spaces

  • 1,792 Sq Ft Home
  • 1 Fireplace
  • Storage
  • Laundry on main level

Flooring

  • Wood
  • Tile
  • Vinyl

Bedrooms and Bathrooms

  • 3 Bedrooms
  • En-Suite Primary Bedroom
  • Shower

Basement

  • Exterior Basement Entry
  • Crawl Space

Outdoor Features

  • Property is near a beach
  • Docks
  • Deck

Utilities

  • Cooling Available
  • Heating System Uses Kerosene
  • Heating System Uses Wood
  • Heat Pump System
  • Heating System Mounted To A Wall or Window
  • Baseboard Heating
  • Underground Utilities
  • Power Generator
  • Private Water Source
  • Well
  • Septic Tank
  • Private Sewer
  • Internet Available

Additional Features

  • Additional Residence on Property
  • Island Location

Community Details

  • No Home Owners Association

Listing and Financial Details

  • Tax Lot 4

Home Details

Home Type

Single Family

Est. Annual Taxes

$12,027

Year Built

Built in 1972

Lot Details

5.23 Acres

Parking

2

Listing Details

  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential
  • Lot Size Acres: 5.23
  • Road Frontage Type: Private Road
  • Water Body Name: Turtle Head Cove, Penobscot Bay
  • MLS Status: Active
  • Above Grade Finished Sq Ft: 1792.00
  • Architectural Style: Contemporary, Ranch
  • Garage Yn: Yes
  • Year Built: 1972
  • Property Information:Seasonal: No
  • Water Info:Water View2: Yes
  • Dining Room:Dining Room: Dining Room
  • Living Room:Living Room: Living Room
  • Water Info:Waterfront Amount -: 328.00
  • Water Info:Water Frontage Owned -: 328.00
  • Property Information:Deed Restrictions: Unknown
  • Water Info:Island3: Yes
  • Laundry Room:Laundry Room: Laundry
  • Property Information 2 Detached Houses on 1 Lot: Yes
  • Location:Location: Near Public Beach, Neighborhood, Rural, Subdivision
  • Special Features: None

Interior Features

  • Other Equipment: Generator, Internet Access Available
  • Has Basement: Exterior Entry, Crawl Space, Slab
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Total Bedrooms: 3
  • Fireplaces: 1
  • Fireplace: Yes
  • Flooring: Tile, Vinyl, Wood
  • Interior Amenities: 1st Floor Bedroom, 1st Floor Primary Bedroom w/Bath, Shower, Storage, Primary Bedroom w/Bath
  • Bedroom 2 Level: Second
  • Dining Room Dining Room Level: First
  • Kitchen Kitchen Level: First
  • Living Room Living Room Level: First
  • Primary Bedroom Primary Bedroom Level: First
  • Bedroom 1:Bedroom 1 Level: First
  • Laundry Room Laundry Room Level: First

Exterior Features

  • Lot Features: Near Public Beach, Neighborhood, Rural, Subdivided, Level, Landscaped, Wooded
  • View: Scenic
  • Waterfront Features: Dock, Oceanfront, Waterfront Deep
  • Waterfront: Yes
  • Construction Type: Wood Frame, Vinyl Siding, Wood Siding
  • Foundation Details: Block, Slab
  • Patio And Porch Features: Deck
  • Roof: Composition, Shingle

Garage/Parking

  • Attached Garage: No
  • Garage Spaces: 2.00
  • Parking Features: Gravel, 1 - 4 Spaces, Garage Door Opener, Detached

Utilities

  • Laundry Features: Main Level
  • Cooling: Heat Pump
  • Cooling Y N: Yes
  • Heating: Electric, K-1/Kerosene, Wood, Baseboard, Direct Vent Heater, Heat Pump
  • Heating Yn: Yes
  • Electric: Circuit Breakers, Underground
  • Sewer: Private Sewer, Septic Tank
  • Water Source: Private, Well

Condo/Co-op/Association

  • Association: No

Schools

  • Junior High Dist: Islesboro Public Schools

Lot Info

  • Land Lease: No
  • Lot Size Sq Ft: 227818.80
  • Zoning: Shoreland

Tax Info

  • Tax Annual Amount: 12027.00
  • Tax Lot: 4
  • Tax Year: 2024

Map

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Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $12,886 $1,010,700 $671,000 $339,700
2024 $12,027 $1,010,700 $671,000 $339,700
2023 $11,118 $1,010,700 $671,000 $339,700
2022 $10,973 $609,600 $373,800 $235,800
2021 $9,533 $540,100 $373,800 $166,300
2020 $9,182 $540,100 $373,800 $166,300
2019 $8,993 $540,100 $373,800 $166,300
2018 $8,831 $540,100 $373,800 $166,300
2017 $8,534 $540,100 $373,800 $166,300
2016 $8,501 $540,100 $373,800 $166,300
2015 $8,080 $540,100 $373,800 $166,300
2014 $7,633 $629,300 $435,500 $193,800
2012 $7,394 $629,300 $435,500 $193,800
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
07/01/2026 07/01/26 Price Changed $2,095,000 -4.6% $1,169 / Sq Ft
06/01/2026 06/01/26 Price Changed $2,195,000 -4.4% $1,225 / Sq Ft
05/18/2026 05/18/26 Price Changed $2,295,000 -4.2% $1,281 / Sq Ft
05/01/2026 05/01/26 Price Changed $2,395,000 -4.0% $1,336 / Sq Ft
03/13/2026 03/13/26 For Sale $2,495,000 0.0% $1,392 / Sq Ft
11/25/2025 11/25/25 Off Market $2,495,000 -- --
07/24/2025 07/24/25 Price Changed $2,495,000 -9.3% $1,392 / Sq Ft
06/06/2025 06/06/25 For Sale $2,750,000 +330.4% $1,535 / Sq Ft
01/04/2021 01/04/21 Sold $639,000 0.0% $357 / Sq Ft View Prior Sale
12/04/2020 12/04/20 Pending -- -- --
12/02/2020 12/02/20 For Sale $639,000 +16.2% $357 / Sq Ft
10/16/2020 10/16/20 Sold $550,000 +0.2% $307 / Sq Ft View Prior Sale
09/10/2020 09/10/20 Pending -- -- --
08/17/2020 08/17/20 For Sale $549,000 -- $306 / Sq Ft
Source: Maine Listings

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Warranty Deed -- None Available
Interfamily Deed Transfer -- --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Closed $440,000 New Conventional
Previous Owner $350,000 Unknown
Source: Public Records

Source: Maine Listings

MLS Number: 1623859

Maine Listings

APN: ISBR-000037-000000-000004

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