Discover classic island living in this charming 1870 late Victorian-era New England farmhouse, privately set on approximately 6.8+/- acres of open meadow and woodland just north of Big Tree Beach. Sweeping easterly views extend across East Penobscot Bay toward Cape Rosier, Castine, and beyond, while a cleared woodland path and recently built boardwalk lead to approximately 560' of protected pebble beach at Billy's Shore—a peaceful cove between Fire Island and Northeast Point that is ideal for beachcombing, relaxing, and boating access. The approximately 1,636-square-foot home offers two bedrooms, two full bathrooms, a flexible bonus room, first-floor laundry, and large sliding glass doors opening to a spacious, recently expanded deck overlooking the bay. Recent improvements include foundation and attic insulation, several new Andersen windows, new roof shingles, first-floor flooring, a new hot water heater, an improved boardwalk to the beach, and a more open bedroom layout. A 24-by-24-foot detached garage and workshop, along with a 12-by-12-foot shed, provide excellent storage and workspace—an inviting coastal retreat with character, privacy, and exceptional water access.
Active
$1,400,000
689 Main Road, Islesboro, ME 04848
2beds
1,636sqft
Single Family Residence
Built in 1870
6.8 Acres Lot
$-- Zestimate®
$856/sqft
$-- HOA
What's special
First-floor laundryTwo bedroomsCleared woodland pathFlexible bonus room
- 14 days
- 521
- 18
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Cates Real Estate
Source: Maine Listings,MLS#: 1683348
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: Second
Bedroom 1
- Level: Second
Bedroom 2
- Level: Second
Dining room
- Level: First
Kitchen
- Level: First
Laundry
- Level: First
Living room
- Level: First
Sunroom
- Level: First
Heating
- Baseboard
Cooling
- Window Unit(s)
Appliances
- Included: Dryer, Electric Range, Refrigerator, Washer
Features
- Shower
- Flooring: Vinyl, Wood, Luxury Vinyl
- Basement: Bulkhead,Interior Entry,Dirt Floor,Full
- Has fireplace: No
Interior area
- Total structure area: 1,636
- Total interior livable area: 1,636 sqft
- Finished area above ground: 1,636
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Paved, 1 - 4 Spaces, Detached
- Garage spaces: 2
Features
- Patio & porch: Deck
- Has view: Yes
- View description: Fields, Mountain(s), Scenic, Trees/Woods
- Body of water: East Penobscot Bay
- Frontage length: Waterfrontage: 560,Waterfrontage Owned: 560
Lot
- Size: 6.8 Acres
- Features: Rural, Open Lot, Rolling Slope
Details
- Additional structures: Shed(s)
- Zoning: 48 - Waterfront
- Other equipment: Internet Access Available
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Farmhouse
- Property subtype: Single Family Residence
Materials
- Wood Frame, Clapboard, Wood Siding
- Roof: Shingle
Condition
- Year built: 1870
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Private Sewer
- Water: Private, Well
Community & HOA
Location
- Region: Islesboro
Financial & listing details
- Price per square foot: $856/sqft
- Annual tax amount: $13,022
- Date on market: 10/6/2026
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
$2,110/mo
Price history
| Date | Event | Price |
|---|---|---|
| 10/6/2026 | Listed for sale | $1,400,000+269.4%$856/sqft |
Source:  Maine Listings #1683348 Report a problem | ||
| 10/30/2020 | Sold | $379,000-43.9%$232/sqft |
Source: Maine Listings #1455194 Report a problem | ||
| 1/1/2018 | Listing removed | $675,000$413/sqft |
Source: Legacy Properties Sotheby's International Realty #1309236 Report a problem | ||
| 5/26/2017 | Listed for sale | $675,000$413/sqft |
Source: Legacy Properties Sotheby's International Realty #1309236 Report a problem | ||
| 12/31/2016 | Listing removed | $675,000$413/sqft |
Source: Legacy Properties Sotheby's International Realty #1249620 Report a problem | ||
| 1/29/2016 | Listed for sale | $675,000-14.3%$413/sqft |
Source: Legacy Properties Sotheby's International Realty #1249620 Report a problem | ||
| 4/2/2015 | Price change | $787,500-10%$481/sqft |
Source: Legacy Properties Sotheby's International Realty #1206305 Report a problem | ||
| 3/12/2015 | Listed for sale | $875,000$535/sqft |
Source: Legacy Properties Sotheby's International Realty #1206305 Report a problem | ||
| 10/31/2014 | Listing removed | $875,000$535/sqft |
Source: Legacy Properties Sotheby's International Realty #1089779 Report a problem | ||
| 6/12/2014 | Listed for sale | $875,000$535/sqft |
Source: Legacy Properties Sotheby's International Realty #1089779 Report a problem | ||
| 4/23/2014 | Listing removed | $875,000$535/sqft |
Source: Legacy Properties Sotheby's International Realty #1089779 Report a problem | ||
| 5/2/2013 | Listed for sale | $875,000$535/sqft |
Source: Legacy Properties Sotheby's International Realty #1089779 Report a problem | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 04848
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