ActiveMLS® B26001957
$3,999,999
77340 Overseas Highway, Islamorada, FL 33036
- Beds
- 2
- Baths
- 2
- Sqft
- 928
- Home type
- Single Family Residence
- Year built
- 1963
- Lot size
- 34,412 sqft
- Price / sqft
- $4,310
- HOA
- $0/mo
- Community
- MATECUMBE OCEAN BAY SEC 2
Property description
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.
Listing activity
- Days on market
- 196
- Listed
- Mar 13, 2026
- MLS listing updated
- Sep 25, 2026
- Feed last checked
- 7 minutes ago
Listed by Elizabeth Jolin · Coldwell Banker Schmitt Real E
Map
Map location is based on MLS-supplied coordinates. Verify the location before relying on it.
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms
- 2
- Bathrooms
- 2
- Bathrooms (decimal)
- 2
- Full bathrooms
- 2
- Half bathrooms
- 0
- Main-level bedrooms
- 1
- Main-level bathrooms
- 1
Rooms & features
- Rooms
- 1
- Interior features
- Entrance Foyer
- Flooring
- Tile
- Appliances
- Electric Range, Microwave, Refrigerator
- Laundry
- Laundry Closet
- Fireplace
- No
- Furnished
- Partially
Heating & cooling
- Heating
- Electric
- Cooling
- Central Air, Wall/Window Unit(s)
Property
Parking
- Garage
- No
- Carport spaces
- 1
- Carport
- Yes
- Parking spaces
- 1
- Covered spaces
- 1
- Parking features
- Attached Carport, Boat Access/Parking, Carport, Covered, Driveway, Guest, RV Access/Parking, Unpaved
- Attached garage
- No
Exterior
- Stories
- 2
- Building area
- 1,922 sqft
- Entry level
- 1
- Patio & porch
- Patio - Open, Patio
- Exterior features
- Balcony, Barbecue, Lighting, Outdoor Shower, Other
- Fencing
- Partial
- Pool
- Yes
- Pool features
- Other
- View
- Direct Ocean, Bay, Pool, Water
- Waterfront
- No Fixed Bridge, Ocean Access, Bay, Canal Front, Mangrove, Canal Width 1-80 Feet
- Waterfront property
- Yes
Lot
- Lot size
- 34,412 sqft
- Lot size (acres)
- 0.79 acres
- Lot dimensions
- 34409
- Lot features
- Oversized Lot
- Zoning
- RE
Construction
Type & style
- Home type
- Single Family Residence
- Structure type
- House
- Year built
- 1963
- New construction
- No
Materials
- Construction
- Block, CBS
- Roof
- Fiberglass, Flat
- Property condition
- Updated/Remodeled
- Levels
- Two
- Faces
- West
Utilities & green energy
Utilities
- Electric
- 100 Amp Service
- Sewer
- Public Sewer
- Water
- Public
- Utilities
- Cable Available
Community & HOA
Community
- Subdivision
- MATECUMBE OCEAN BAY SEC 2
- MLS area
- 5940 - Other Florida County
- MLS subarea
- Other
- Pets allowed
- No Restrictions, Yes
- 55+ community
- No
Association
- Has association
- No
- Estimated monthly dues
- $0
Lease details
Not reported by the listing source.
Location
Area details
- City
- Islamorada
- County
- Monroe
- ZIP code
- 33036
Manufactured home details
Not reported by the listing source.
Financial & listing details
Listing
- MLS number
- B26001957
- Possession
- Close Of Escrow, Negotiable
- Original list price
- $3,999,999
- Parcel number
- 00397200000000
- Annual property tax
- $17,789.1
- Tax year
- 2025
- Assessed value
- $1,876,149
- Tax legal description
- BK 5 LT 5 MATECUMBE OCEAN BAY SEC 2 PB2-98 LOWER MATECUMBE KEY
- Special listing conditions
- Standard
Additional MLS details
Reported by the listing source
- Association
- No
- Bathrooms Total Decimal
- 2
- Bathrooms Total Integer
- 2
- Building Area Total
- 1922
- Construction Materials
- Block, CBS
- County Or Parish
- Monroe
- Days On Market
- 196
- Direction Faces
- West
- Elementary School
- Plantation Key
- High School
- Coral Shores
- Laundry Features
- Laundry Closet
- List Price
- 3999999
- Listing Contract Date
- 2026-03-13
- Living Area
- 928
- Lot Size Acres
- 0.79
- Lot Size Area
- 34409
- Lot Size Dimensions
- 34409
- MLSArea Major
- 5940 - Other Florida County
- MLSArea Minor
- Other
- Main Level Bathrooms
- 1
- Main Level Bedrooms
- 1
- Middle Or Junior School
- Plantation Key
- Mls Status
- Active
- On Market Date
- 2026-03-14
- Parking Total
- 1
- Patio And Porch Features
- Patio - Open, Patio
- Photos Count
- 26
- Postal Code
- 33036
- Property Sub Type
- Single Family Residence
- Property Type
- Residential
- Rooms Total
- 1
- Senior Community
- No
- Standard Status
- Active
- State Or Province
- FL
- Status Change Timestamp
- 2026-03-14T10:12:58Z
- Stories Total
- 2
- Subdivision Name
- MATECUMBE OCEAN BAY SEC 2
- Tax Assessed Value
- 1876149
- Water Source
- Public
- Waterfront Features
- No Fixed Bridge, Ocean Access, Bay, Canal Front, Mangrove, Canal Width 1-80 Feet
- Tax Annual Amount
- 17789.1
- Bathrooms Full
- 2
- Pool Private
- Yes
- Bedrooms Total
- 2
- Bathrooms Half
- 0
Market value
Price history
| Date | Event | Price |
|---|---|---|
| Mar 13, 2026 | ListedBeachesMLS | $3,999,999$4,310/sqft |
Public tax history
| Year | Property taxes | Assessment |
|---|---|---|
| 2025 | $17,789 | $1,876,149 |
Payment calculator
Estimated monthly payment$24,238/moIllustrative estimate, not a loan offer.
- Principal & interest
- $20,755
- Property taxes
- $1,482
- Insurance
- $2,000
- Association dues
- $0
Live national rate context is displayed below through Mortgage News Daily’s official widget. The calculator rate remains a separate assumption until licensed machine-readable access is connected. This is not a loan offer.
Neighborhood
Area
MATECUMBE OCEAN BAY SEC 2Islamorada · Monroe County · 33036
Climate risk
—No licensed climate-risk source is connected.
Nearby schools
Plantation KeyElementary
—Plantation KeyMiddle
—Coral ShoresHigh
—Nearby homes
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MIAMI REALTORS® MLS$24,995,0007 bd · 11 ba · 10,182 sqft82719 Old Highway, Islamorada, FL 33036
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