Waterfront - Primary on Main
Address
77340 Overseas Highway, Islamorada, FL
Price
$ 3,999,999
Property Attributes
- MLS#B26001957
- TypeSingle Family
- Listing Status Active
- CountyMonroe
- CityIslamorada
- Area5940 - Other Florida County
- NeighborhoodMATECUMBE OCEAN BAY SEC 2
- Zip33036
- Style
- Year Built1963
- Taxes$ 17789
- Price$ 3,999,999
- Bedrooms2
- Full Bathrooms2
- Half Bathrooms0
- Sqr Footage928
- Lot Size0.79 Acres
Data Source:
Beaches MLS (FL)
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.
| Elementary School | Middle School | High School |
|---|---|---|
| Plantation Key Elementary School | Plantation Key Middle School | Coral Shores High School |
| Price History | |
|---|---|
| 3/14/2026 | Listed $3,999,999 |
General Features
| Membership Required | false |
|---|---|
| Sewer | Public Sewer |
| Heating | Electric |
| Cooling | Central Air,Wall/Window Unit(s) |
| Utilities | Cable Available |
| Possession | Close Of Escrow,Negotiable |
| Roof | Fiberglass,Flat |
| Appliances | Electric Range,Microwave,Refrigerator |
| Patio/Porch Features | Open,Patio,Balcony |
| Pool Features | Other |
| Construction Materials | Block |
| Pets Allowed | No Pet Restrictions,Yes |
| Year Built | 1963 |
| Electric | 100 Amp Service |
| View | Bay,Ocean,Pool,Water |
| Stories Count | 2 |
| Levels | Two |
| Property Subtype | Single Family Residence |
| Tax Year | 2025 |
| Waterfront Features | Bayfront,Canal Access,Canal Front,Mangrove,No Fixed Bridges,Ocean Access |
| Accessibility | None |
| County | Monroe |
| New Construction | false |
| Property Type | Residential |
| Subdivision Name | MATECUMBE OCEAN BAY SEC 2 |
| Facing Direction | West |
| Garage Y/N | false |
| Full Baths | 2 |
| Status | Active |
| High School | Coral Shores |
| City | Islamorada |
| Senior Community Y/N | false |
| MLS Area | 5940 - Other Florida County |
| Carport Spaces | 1 |
| Carport Y/N | true |
| Elementary School | Plantation Key |
| Tax Annual Amount | 17789.1 |
| Middle/Junior High School | Plantation Key |
| Property Condition | Updated/Remodeled |
| MLS Area Minor | Other |
| Virtual Tour | https://tours.keyspropertyvisuals.com/cvtnb/362195 |
| Standard Status | Active |
| Occupancy Type | Vacant |
| Property Sub Type Additional | Single Family Residence |
| PostalCity | Islamorada |
| Legal Description | BK 5 LT 5 MATECUMBE OCEAN BAY SEC 2 PB2-98 LOWER MATECUMBE KEY |
Interior Features
| Interior Amenities | Bedroom on Main Level,Entrance Foyer,Eat-in Kitchen,Main Level Primary,Separate Shower |
|---|---|
| Flooring | Tile |
| Furnished Y/N | Partially |
| Total Stories | 2 |
| Air Conditioning Y/N | true |
| Heating Y/N | true |
| Fireplace Y/N | false |
| Laundry Features | Laundry Closet |
| Total Bedrooms | 2 |
| Entry Level | 1 |
| Main Level Bedrooms | 1 |
| Main Level Bathrooms | 1 |
| Total Baths | 2 |
Exterior Features
| Private Pool | true |
|---|---|
| Exterior Amenities | Balcony,Barbecue,Lighting,Outdoor Living Area,Outdoor Shower,Other |
| Fencing | Partial |
| Parking Features | Attached Carport,Boat,Covered,Carport,Driveway,Guest,RV Access/Parking,Unpaved |
| Lot Features | Oversized Lot |
| Water Source | Public |
| Total Parking | 1 |
| Lot Size Area | 34409 |
| Building Area Total | 1922 |
| Lot Dimensions | 34409 |
| Lot Size Acres | 0.79 |
| Frontage Length | 79.00 |
| Frontage Type | Waterfront |
| Waterfront Y/N | true |
| Covered Spaces | 1 |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 33036
Price
Taxes
Year Built
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© 2026 Florida Gulf Coast MLS (FGCMLS) Information deemed reliable, but not guaranteed. The IDX data relating to real estate for sale on this web site comes in part from the Florida Gulf Coast Multiple Listing Service. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
This data is up-to-date as of September 26, 2026 2:32 PM UTC Some properties that appear for sale on this website may subsequently have sold and may no longer be available. For the most current information, contact Rook Realty.
The information provided is for consumers' personal, non-commercial use and may not be used for any other purpose. The data relating to real estate for sale on this website comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc., Florida
Information is deemed to be reliable, but is not guaranteed. © 2026 MLS and FBS. Prepared by Florida Keys MLS, Inc. on September 26, 2026 2:31 PM UTC The information on this sheet has been made available by the MLS and may not be the listing of the provider. The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information
All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data relating
