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.
Active under contract
Price cut: $100K (7/1)
$2,095,000
1588 Turtle Head Road, Islesboro, ME 04848
3beds
1,792sqft
:
Get pre-qualified$12,409/mo
Single Family Residence
Built in 1972
5.23 Acres Lot
$-- Zestimate®
$1,169/sqft
$-- HOA
What's special
New saunaTwo bedroomsSpacious open floor planProfessional stoneworkMaximize the water views
- 153 days |
- 466 |
- 23 |
Zillow last checked:
Listing updated:
Listed by:
LandVest, Inc.
Source: Maine Listings,MLS#: 1623859
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Level: First
Bedroom 1
- Level: First
Bedroom 2
- Level: Second
Dining room
- Level: First
Kitchen
- Level: First
Laundry
- Level: First
Living room
- Level: First
Living room
- Level: Second
Other
- Level: Second
Heating
- Baseboard, Direct Vent Heater, Heat Pump
Cooling
- Heat Pump
Features
- 1st Floor Bedroom, 1st Floor Primary Bedroom w/Bath, One-Floor Living, Shower, Storage, Primary Bedroom w/Bath
- Flooring: Tile, Vinyl, Wood
- Basement: Exterior Entry,Crawl Space
- Number of fireplaces: 1
Interior area
- Total structure area: 1,792
- Total interior livable area: 1,792 sqft
- Finished area above ground: 1,792
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Gravel, 1 - 4 Spaces, Garage Door Opener, Detached
- Garage spaces: 2
Features
- Patio & porch: Deck
- Has view: Yes
- View description: Scenic
- Body of water: Turtle Head Cove, Penobscot Bay
- Frontage length: Waterfrontage: 328,Waterfrontage Owned: 328
Lot
- Size: 5.23 Acres
- Features: Near Public Beach, Neighborhood, Rural, Level, Landscaped, Wooded
Details
- Zoning: Shoreland
- Other equipment: Generator, Internet Access Available
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary,Ranch
- Property subtype: Single Family Residence
Materials
- Wood Frame, Vinyl Siding, Wood Siding
- Foundation: Block, Slab
- Roof: Composition,Shingle
Condition
- Year built: 1972
Utilities & green energy
- Electric: Circuit Breakers, Underground
- Sewer: Private Sewer, Septic Tank
- Water: Private, Well
Community & HOA
Location
- Region: Islesboro
Financial & listing details
- Price per square foot: $1,169/sqft
- Annual tax amount: $12,027
- Date on market: 3/13/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/3/2026 | Contingent | $2,095,000$1,169/sqft |
Source:  Maine Listings #1623859 Report a problem | ||
| 7/1/2026 | Price change | $2,095,000-4.6%$1,169/sqft |
Source: Maine Listings #1623859 Report a problem | ||
| 6/1/2026 | Price change | $2,195,000-4.4%$1,225/sqft |
Source: Maine Listings #1623859 Report a problem | ||
| 5/18/2026 | Price change | $2,295,000-4.2%$1,281/sqft |
Source: Maine Listings #1623859 Report a problem | ||
| 5/1/2026 | Price change | $2,395,000-4%$1,336/sqft |
Source: Maine Listings #1623859 Report a problem | ||
| 3/13/2026 | Listed for sale | $2,495,000$1,392/sqft |
Source: Maine Listings #1623859 Report a problem | ||
| 11/25/2025 | Listing removed | $2,495,000$1,392/sqft |
Source: Maine Listings #1623859 Report a problem | ||
| 7/24/2025 | Price change | $2,495,000-9.3%$1,392/sqft |
Source: Maine Listings #1623859 Report a problem | ||
| 6/6/2025 | Listed for sale | $2,750,000+330.4%$1,535/sqft |
Source: Maine Listings #1623859 Report a problem | ||
| 1/4/2021 | Sold | $639,000+16.2%$357/sqft |
Source: Maine Listings #1477361 Report a problem | ||
| 10/16/2020 | Sold | $550,000$307/sqft |
Source: Maine Listings #1464776 Report a problem | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 04848
Nearby schools
GreatSchools rating
- 9/10Islesboro Central SchoolGrades: K-12Distance: 8.2 mi
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- $1,409,7003 bd4 ba3.1k sqft1578 Turtle Head Rd, Islesboro, ME 04848Off Market
- $950,0003 bd3 ba2.4k sqft1591 Turtle Head Rd, Islesboro, ME 04848For Sale
- $--3.91 acresM37l5e Turtle Head Rd, Islesboro, ME 04848Off Market
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- $325,0002.6 acres1552 Turtle Head Rd, Islesboro, ME 04848Lot/Land
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A local agent can set up tours, give advice and negotiate with sellers.
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