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Property Description
A distinctive opportunity to acquire an established seasonal business on Great Diamond Island. Located on Diamond Cove within the Fort McKinley Historic District, Crown Jewel has been a treasured Casco Bay destination since opening in 2018, earning national recognition from The Wall Street Journal, The Boston Globe, Condé Nast Traveler, and other notable publications. Serving creative cocktails and a unique menu to islanders, boaters, and visitors throughout the summer season, the fully remodeled restaurant and bar accommodates lunch and dinner service, takeout, private events, and catered meals. At the back of the restaurant, a charming retail area pays homage to the building's original use as a general store, with coffee, baked goods, candy, clothing, cocktails to go, and other daily provisions. A wraparound deck provides outdoor seating for eight and a drink rail for waiting guests, while the intimate dining room accommodates 30, with additional seating at the bar and chef's counter. The open-concept layout includes a full bar and well-equipped kitchen with a six-burner gas stove, grill, fryer, oven, two refrigerators, and a large freezer. A separate back kitchen provides efficient food preparation and dishwashing areas with ample overhead storage. All furnishings, barware, lighting, equipment, and serving ware convey with the sale, along with a golf cart used to transport goods from the ferry to the restaurant. With an established presence in Diamond Cove and the infrastructure in place for continued operation, Crown Jewel presents the opportunity to carry forward a successful seasonal business or bring a new concept to this unique island setting.
Full Property Details
Full Property Details for 255 Diamond Ave
General
- Price: $1,250,000
- HOA FEE: $167/month
- HOA FEE FREQ.: Annually
- Taxes: $11,444 (2025)
- Status: Active
- Type: Commercial
- Source: MREIS
- MLS ID: 1683661
- Updated: 10/8/2026
- Added to Site: 1 day(s) ago
Business
- Business Type: Restaurant, Retail
Interior
- Interior Features: Storage
- Flooring: Wood, Hardwood
Additional Information
- Equipment: Internet Access Available
Parking
- Parking Features: 1 - 4 Spaces
Location
- County: Cumberland
- Subdivision: McKinley Partners Limited Partnership
Community
- Association: Yes
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Heat Pump, Wall Unit(s)
- Heating Type: Electric, Heat Pump
Utilities
- Sewer: Quasi-Public
- Water: Public, Seasonal
Structural Information
- Construction: Masonry, Stone, Brick
- Basement Desc.: None
- Roof: Slate
- Stories/Levels: 1
- Square Feet: 1,500
- Year Built: 1850
- Other Struct. Feat.: Other Equipment
Lot Features
- Lot Size (Acres): 0.03
- Lot Size (Sq. Ft.): 1,306.8
- Zoning: IR-3
- Lot Description: Historic District, Other, Public Transport Access
Financial Considerations
- Association Fee: $2,000
- Assoc Fee Freq.: Annually
- Tax Amount: $11,444
- Tax Year: 2025
Disclosures and Reports
- Block: A
- Lot Number: 320
Listed by LandVest, Inc. (207) 774-8518
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Schools
Schools serving 255 Diamond Ave
School District:Portland
| Name | Grades | Distance |
|---|---|---|
Howard C Reiche Community School 166 Brackett Street, Portland, ME 04102 | K-5 | 4.3 mi |
Casco Bay High School 196 Allen Avenue, Portland, ME 04103 | 9-12 | 5.1 mi |
Deering High School 370 Stevens Avenue, Portland, ME 04103 | 9-12 | 5.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 255 Diamond Ave
Date
Details
Price
Change
Source
10/08/2026
Listed
$1,250,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 255 Diamond Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,444
—
$955,300
26%
2024
$11,391
4%
$758,900
—
2023
$10,936
6%
$758,900
—
2022
$10,329
5%
$758,900
—
2021
$9,858
60%
$758,900
187%
2020
$6,170
—
$264,700
—
2019
$6,170
42%
$264,700
37%
2018
$4,332
4%
$192,700
—
2017
$4,172
3%
$192,700
—
2016
$4,068
-14%
$192,700
-16%
2015
$4,743
3%
$229,900
—
2014
$4,598
3%
$229,900
—
2013
$4,462
—
$229,900
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 255 Diamond Ave
255 Diamond Avenue, Portland, ME 04109 (MLS# 1683661) is a Commercial property. 255 Diamond Avenue is currently listed for $1,250,000 and was received on October 08, 2026. Want to learn more about 255 Diamond Avenue? Do you have questions about finding other Commercial real estate for sale in Portland? You can browse all Portland real estate or contact a Coldwell Banker agent to request more information.

