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.
Single-familyProperty Type
1900Year Built
5.85 acresLot Size
$395Price/Sq.Ft.
1 car garageParking
Listed by Lisa Decker Griffith• The New England Real Estate Company, LLC
Listed by Mara Chisiu• The New England Real Estate Company, LLC
Island Landmark North of the Narrows. Welcoming Three-Bedroom Ranch and Barn set back from road on 5.85 acres. Original 1900 homestead of Jason W. Ladd with hand-hewn beams and field stone foundation was renovated in 1968. Covered front porch, wonderful wide wrap around deck, 24 x 26 two-story gambrel garage, workshop and loft. Tiled kitchen with brick wall pass-through to living room hearth. Three bedrooms and full bath on one level. Majestic maple trees edge the serene front yard and circular driveway. Mature shrubs, perennial beds, and open woods complete the picture. $325,000.
Year
Property tax
Land + Additions
Assessment*
2025
$3,291 (+7.2%)
$99,300 + $158,800
$258,100
2024
$3,071 (+8.2%)
$99,300 + $158,800
$258,100
2023
$2,839 (−6.8%)
$99,300 + $158,800
$258,100
2022
$3,047 (+2.0%)
$66,600 + $102,700
$169,300
2021
$2,988 (+3.8%)
$66,600 + $102,700
$169,300
2020
$2,878 (+2.1%)
$66,600 + $102,700
$169,300
2019
$2,819 (+1.8%)
$66,600 + $102,700
$169,300
2018
$2,768 (+3.5%)
$66,600 + $102,700
$169,300
2017
$2,675 (+0.4%)
$66,600 + $102,700
$169,300
2016
$2,665 (+5.2%)
$66,600 + $102,700
$169,300
2015
$2,533 (+9.3%)
$66,600 + $102,700
$169,300
2012
$2,317
$77,600 + $119,600
$197,200
Public record
Beds
—
Baths
1
Stories
1
Lot width
—
Lot depth
—
Lot size
5.85 Acres
Year renovated
—
Finished Sq. Ft.
1,068
Unfinished Sq. Ft.
—
Total Sq. Ft.
1,068
Year built
1900
Style
Single Family Residential
County
Waldo County
APN
529633
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 27, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.15% chance of being in a wildfire in next 30 years
3/10 Heat Factor
7 days above 89° expected this year, 15 days in 30 years
6/10 Wind Factor
61% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
Islesboro, ME • 04848
Average low and high temperatures (°F)
28
16
31
17
40
27
48
37
57
46
66
54
70
60
71
56
67
53
58
45
48
35
34
21
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
99/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 18% for direct sun exposure in Islesboro. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.3 hrs
5.8 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 804 Main Rd
$367,839
$7,161 under list price of $375K
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $270K to $435K.