A Magical 20 Acre Oceanfront Retreat! Rossport by the Sea is a distinctive oceanfront hospitality property on Cobscook Bay in Eastport, Maine, combining vacation rentals, event potential, local music events and a substantial coastal landholding. The property encompasses approximately 20+ acres with private shoreline, multiple lodging structures, historic farm infrastructure, trails, and significant room for future development. The business operates as a seasonal vacation-rental and retreat destination, offering a collection of waterfront, water view and downtown Eastport accommodations, including cottages, rustic cabins and homes. The experience is intentionally informal and nature-focused—more coastal farm retreat than traditional inn, with opportunities for guests to kayak, hike, explore the shoreline, interact with farm animals, or simply enjoy the privacy and scenery. Located in Eastport, the easternmost city in the United States, Rossport is immersed in one of Maine's most distinctive coastal communities, known for its working waterfront, historic architecture, vibrant arts scene, dramatic tides, and proximity to the Canadian Maritimes. The setting provides a compelling alternative to Maine's more heavily traveled coastal destinations while offering an authentic Downeast experience. Rossport by the Sea is more than a place to stay—it is a destination. A rare combination of waterfront land, distinctive accommodations, outdoor recreation, events, and authentic Downeast character, the property offers an exceptional opportunity to carry forward an established hospitality experience while exploring its considerable potential for future growth. The Captain Jacob Farmhouse built in 1790 is the oldest guest house on the property with the addition of guest cottages and renovations in 2000. Square footage reflects the total of the 10 guest dwellings being conveyed. See attachment for details on the various units.
Active
$2,750,000
54 Toll Bridge Road, Eastport, ME 04631
20beds
22,000sqft
Single Family Residence
Built in 1790
20 Acres Lot
$-- Zestimate®
$125/sqft
$-- HOA
What's special
Historic farm infrastructureMultiple lodging structures
- 5 days
- 558
- 37
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Portside Real Estate Group
Source: Maine Listings,MLS#: 1685578
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 20
- Bathrooms: 7
- Full bathrooms: 7
Bedroom 1
- Level: First
Bedroom 2
- Level: First
Bedroom 3
- Level: First
Bedroom 4
- Level: First
Bedroom 5
- Level: First
Bedroom 6
- Level: First
Other
- Level: First
Other
- Level: First
Other
- Level: First
Other
- Level: First
Other
- Level: First
Other
- Level: First
Other
- Level: First
Other
- Level: First
Other
- Level: First
Heating
- Other
Cooling
- None
Appliances
- Included: Dryer, Electric Range, Refrigerator, Washer
Features
- 1st Floor Bedroom, Shower, Storage
- Flooring: Other, Wood
- Basement: None
- Has fireplace: No
- Furnished: Yes
Interior area
- Total structure area: 22,000
- Total interior livable area: 22,000 sqft
- Finished area above ground: 22,000
- Finished area below ground: 0
Property
Parking
- Parking features: Gravel, Other, 21+ Spaces, On Site
Features
- Patio & porch: Deck, Porch
- Has view: Yes
- View description: Fields, Scenic, Trees/Woods
- Body of water: Ross Furman
- Frontage length: Waterfrontage: 1485,Waterfrontage Owned: 1485
Lot
- Size: 20 Acres
- Features: Near Public Beach, Other, Rural, Rolling Slope, Wooded
Details
- Additional structures: Outbuilding, Shed(s), Barn(s)
- Parcel number: EPRTME2B0C4L01
- Zoning: Shoreland General
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cottage,Farmhouse,Other
- Property subtype: Single Family Residence
Materials
- Wood Frame, Shingle Siding, Wood Siding
- Foundation: Block, Other, Pillar/Post/Pier
- Roof: Metal,Shingle
Condition
- Year built: 1790
Utilities & green energy
- Electric: Circuit Breakers, Underground
- Sewer: Private Sewer
- Water: Private
Community & HOA
Location
- Region: Eastport
Financial & listing details
- Price per square foot: $125/sqft
- Tax assessed value: $592,400
- Annual tax amount: $15,402
- Date on market: 10/24/2026
- Road surface type: Gravel, Paved, Dirt
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 10/24/2026 | Listed for sale | $2,750,000-20.9%$125/sqft |
Source: | ||
| 1/5/2026 | Listing removed | $3,475,000$158/sqft |
Source: | ||
| 11/19/2025 | Listed for sale | $3,475,000$158/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $15,402 | $592,400 |
| 2023 | $15,402 | $592,400 |
| 2022 | $15,402 +1.6% | $592,400 |
| 2021 | $15,165 | $592,400 |
| 2020 | $15,165 -2.3% | $592,400 |
| 2019 | $15,521 -2.2% | $592,400 |
| 2018 | $15,876 +2.3% | $592,400 |
| 2017 | $15,521 +45.8% | $592,400 +40.5% |
| 2016 | $10,648 +4.1% | $421,700 |
| 2015 | $10,226 +5.4% | $421,700 |
| 2014 | $9,699 | $421,700 |
| 2013 | $9,699 | $421,700 |
| 2012 | $9,699 +5.7% | $421,700 |
| 2011 | $9,172 | $421,700 |
Find assessor info on the county website
Monthly payment
Est. payment

