This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/11
$4,900,000 Just Listed
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/11
Property Description
A truly once in a generation opportunity to build your dream estate in the heart of Islamorada's coveted Lower Matecumbe. This exceptional vacant homesite is one of the few remaining parcels of its size available in all of Islamorada, offering an incredibly rare combination of breathtaking ocean views and expansive wide canal views. Encompassing over 32,000 square feet, this extraordinary property provides the perfect canvas for a custom waterfront residence designed to capture spectacular sunrises, refreshing ocean breezes, and the unmatched beauty of the Florida Keys. Its unique setting offers the best of both worlds--open water vistas in the front and a wide canal in the rear, creating an unparalleled lifestyle for boating enthusiasts and those seeking privacy, space, and unforgettable scenery. Opportunities to acquire a property of this caliber have become increasingly scarce in Islamorada, where large vacant parcels are exceptionally limited. Whether you're envisioning a private family compound or a legacy waterfront estate, this one-of-a-kind offering represents a chance to create something truly extraordinary in one of the Florida Keys' most desirable destinations.
Full Property Details
Full Property Details for 74900 Overseas Hwy
General
- Price: $4,900,000
- Taxes: $7,204 (2024)
- Status: Active
- Type: Residential Lots
- Source: Greater_Miami
- MLS ID: A12046316
- Updated: 7/1/2026
- Added to Site: 1 day(s) ago
Location
- Area: Matecumbe Sandy Beach
- County: Monroe County
- Subdivision: MATECUMBE SANDY BEACH
- Building Name: MATECUMBE SANDY BEACH
- Direction Faces: East
Community
- Community Name: Matecumbe Sandy Beach
Structural Information
- Structure Type: Residential
- Detached/Attached: Detached
- Current Bldg. Use: Residential, Other Usage
Additional Structures
- Other Structures: None
Lot Features
- Lot Size (Acres): 0.74
- Lot Size (Sq. Ft.): 32,450
- Frontage Feet: 100
- Lot Features: Build To Suit, No Misc/Improvements
- Development Status: Undeveloped
- Trees/Vegetation: Other Trees
- Zoning: is
Water Features
- Water Front: Yes
- Water Front Desc.: Canal Front, Creek, Ocean Front
Financial Considerations
- Tax Amount: $7,204
- Tax Year: 2024
- Terms: All Cash
Disclosures and Reports
- Legal Description: BK 2 LT 6 MATECUMBE SANDY BEACH LOWER MATCMBE KEY PB3-127 OR496-41 OR793-1527 OR794-1461 OR831-652 OR2172-2043 OR2569-53/55 OR2721-685/86
- Inclusions: Other
- Property ID: 00393970-000000
Listed by Pine River Realty, LLC.
Get Pre-Approved Today
Schools
Schools serving 74900 Overseas Hwy
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Plantation Key School 100 Lake Road, Tavernier, FL 33070 | PK-8 | 14.5 mi |
Coral Shores High School 89901 Old Highway, Tavernier, FL 33070 | 9-12 | 14.9 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 74900 Overseas Hwy
Date
Details
Price
Change
Source
7/01/2026
Listed
$4,900,000
400%
MLS
1/16/2015
Sold
$980,000
—
Public Record
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 74900 Overseas Hwy
Year
Property Taxes
Change
Tax Assessment
Change
2024
$6,788
—
$1,308,202
2%
2024
$6,788
3%
$1,285,592
2%
2023
$6,595
67%
$1,262,471
200%
2021
$3,950
-30%
$420,880
-57%
2022
$5,604
42%
$971,151
133%
2021
$3,950
25%
$416,256
55%
2019
$3,156
6%
$268,122
7%
2018
$2,968
-40%
$249,950
-46%
2017
$4,974
-6%
$463,471
-1%
2016
$5,280
23%
$466,197
33%
2015
$4,293
11%
$351,012
10%
2014
$3,862
11%
$319,102
10%
2013
$3,491
—
$290,093
—
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 74900 Overseas Hwy
74900 Overseas Hwy, Islamorada, FL 33036 (MLS# A12046316) is a Residential Lots property with a lot size of 0.74 acres. 74900 Overseas Hwy is currently listed for $4,900,000 and was received on July 01, 2026. Want to learn more about 74900 Overseas Hwy? Do you have questions about finding other Residential Lots real estate for sale in Islamorada? You can browse all Islamorada real estate or contact a Coldwell Banker agent to request more information.

