About this home
Island Living with Room to Grow! Set on 5.85± acres along Main Road, this classic red New England home offers the perfect blend of comfort, character, and future potential. Surrounded by mature trees, established landscaping, and a recently added raised bed garden ready for your next growing season. Plenty of open space, the property enjoys wonderful curb appeal and a peaceful setting in one of Maine's most treasured island communities. Originally the homestead of Jason W. Ladd, this inviting red home has been part of the Islesboro landscape for well over a century. The original 1900 residence, with its hand-hewn beams and fieldstone foundation, was expanded and renovated in 1968, creating the single floor three-bedroom, one-bath home enjoyed today. A detached two-story barn/garage provides abundant storage, workshop space, or room for hobbies. The value of this property extends beyond the home. With approximately 5.85 acres, there is potential for subdivision, subject to local and state approvals, making this an attractive opportunity for buyers looking to invest in Islesboro's future while enjoying the property today. Just a scenic ferry ride from the mainland, Islesboro offers a rare coastal lifestyle with miles of shoreline, quiet roads, a close knit year-round community, and easy access to boating, hiking, and the natural beauty of Penobscot Bay. Whether you're searching for a year round residence, a seasonal retreat, or a property with long term investment potential, 804 Main Road is ready for its next chapter. Showings by appointment with 24-hour notice required.
Listing last checked: Listing updated:
Listed by Listing Agent · The New England Real Estate Company, LLC · MLS #1669852
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Details at a glance
Interior5 property facts
- Rooms
- 6
- Heating
- Electric, Oil, Heat Pump, Hot Water
- Cooling
- Heat Pump
- Flooring
- Tile, Wood
- Fireplaces
- 1
Building5 property facts
- Style
- Single Family Residence
- Year built
- 1900
- Garage
- 1
- Foundation
- Block, Stone
- Roof
- Shingle
Land & utilities4 property facts
- Lot size
- 5.85 acres
- Water
- Private, Well
- Sewer
- Private Sewer, Septic Tank
- Zoning
- rural residential
Financial2 property facts
- Annual taxes
- $3,291
- Assessment year
- 2025
Location
Estimated monthly cost
Explore costs at the $375,000 asking price. Adjust the assumptions to your situation.
Known monthly costs$2,170 / monthAdjust
- Principal & interest
- $1,896
- Property tax
- $274
- Insurance
- Not entered
- HOA
- Not entered
Listing annual taxes: $3,291. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.
Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.
The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.
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About 804 Main Road
Can I request a private showing?
Request a tour of 804 Main Road and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.

