ActiveSingle Family Residence
77340 Overseas Highway, Islamorada FL 33036
Islamorada, FL 33036 · MLS #B26001957Photo 1 / 10
The residence
About this property
Estate Opportunity - Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate. The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage, and generous waterfront dockage--all while maintaining privacy rarely achieved in the Keys. Positioned on a deep basin, the property provides protected dockage while being only seconds from Florida Bay and minutes under the bridge to the Atlantic Ocean, placing world-class backcountry and offshore fishing within immediate reach. The 2/2 pool home is updated and ready for refined living.
At a glance
Property details
- Property type
- Single Family Residence
- Listing type
- For sale
- Status
- Active
- Bedrooms
- 2
- Bathrooms
- 2
- Living area
- 928 sq. ft.
- Year built
- 1963
- Lot size
- 34,409 sq. ft.
- Subdivision
- MATECUMBE OCEAN BAY SEC 2
- County
- Monroe County
- Days on market
- 220
- Original list price
- $3,999,999
- Listing date
- March 13, 2026
- MLS record updated
- October 19, 2026
- Annual property tax
- $17,789 (2025)
- Listing agent
- Elizabeth Jolin
- Listing office
- Coldwell Banker Schmitt Real E
- MLS number
- B26001957
Neighborhood & location
Explore MATECUMBE OCEAN BAY SEC 2
Review nearby homes, local services, commute routes, schools, flood information, and community rules as part of your due diligence. Neighborhood information can change and should be verified with the appropriate local authority.
Schools
School information
School assignments were not supplied with this MLS record. Use the local district locator to verify schools serving this address.
School boundaries, programs, ratings, and assignments can change. Confirm directly with the applicable school district.Plan your purchase
Mortgage calculator
- Principal & interest
- $19,215
- Property taxes
- $1,482
- Homeowners insurance
- $1,900
- Estimated total
- $22,597
Estimate only. Taxes, insurance, association fees, PMI, interest rate, and lender terms vary. Confirm the actual payment and closing costs with a licensed mortgage professional. Review Florida mortgage and pre-approval guidance.
Listing courtesy of Coldwell Banker Schmitt Real E, 305-743-5181.
Data provided by MIAMI Association of REALTORS®. Information is deemed reliable but is not guaranteed accurate by the MLS and should be independently verified. Property availability, price, and details are subject to change without notice.