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
Price cut: $100K (6/1)
$2,195,000
1588 Turtle Head Road, Islesboro, ME 04848
3beds
1,792sqft
Single Family Residence
Built in 1972
5.23 Acres Lot
$-- Zestimate®
$1,225/sqft
$-- HOA
What's special
New saunaTwo bedroomsSpacious open floor planProfessional stoneworkMaximize the water views
- 91 days |
- 546 |
- 34 |
Zillow last checked:
Listing updated:
Listed by:
LandVest, Inc.
Source: Maine Listings,MLS#: 1623859
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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: $1,225/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 |
|---|---|---|
| 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$307/sqft |
Source: Maine Listings #1464776 Report a problem | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.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: 04848
Nearby schools
GreatSchools rating
- 9/10Islesboro Central SchoolGrades: K-12Distance: 8.2 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Maine
- Waldo County
- Islesboro
- 04848
- 1588 Turtle Head Road
Nearby cities
Nearby zip codes
Other Islesboro Topics
