A rare opportunity to own an expansive bayfront parcel at Mile Marker 81 on Upper Matecumbe Key, offered for sale for the first time since its acquisition in 1937. Located in the heart of Islamorada, this remarkable property encompasses approximately 5.26 total deeded acres, including approximately 2.84 acres of upland, with more than 250 feet of frontage on Florida Bay. The substantial acreage and natural setting offer exceptional privacy and seclusion, while still being close to the restaurants, marinas, shops, galleries, and world-class boating and fishing that define the Islamorada lifestyle. With its coveted Upper Matecumbe Key location, expansive bayfront, and rare parcel size, this is an extraordinary opportunity to create a private waterfront estate in the Florida Keys. Zoned Native Residential (NR), allowing single-family residential use subject to applicable Village requirements. Allowable clearing, building area, and development potential are subject to applicable Village of Islamorada regulations. Buyer to independently verify all development potential with the Village of Islamorada.
Lot/land
$3,500,000
Overseas Hwy, Islamorada, FL 33036
--beds
0baths
5.27Acres
Unimproved Land
Built in ----
5.27 Acres Lot
$-- Zestimate®
$--/sqft
$-- HOA
What's special
Rare parcel sizeExpansive bayfrontExpansive bayfront parcel
- 6 days
- 254
- 19
Zillow last checked:
Listing updated:
Listed by:
Natalie Biondoletti 305-731-5647,
Coastal Realty of the Florida Keys,
John El-Koury 305-664-0077,
Coastal Realty of the Florida Keys
Source: FLKMLS,MLS#: 621407
Facts & features
Interior
Bedrooms & bathrooms
- Bathrooms: 0
Property
Features
- On waterfront: Yes
Lot
- Size: 5.27 Acres
- Features: Waterfront, Wooded, Mangrove
Details
- Parcel number: 00095920000200
- Zoning: NR - Native Residential
Community & HOA
Community
- Subdivision: Unplatted Upper Mate (82.0)
HOA
- Has HOA: No
Location
- Region: Islamorada
Financial & listing details
- Date on market: 9/25/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/25/2026 | Listed for sale | $3,500,000 |
Source: | ||
Public tax history
Tax history is unavailable.



