Home in 77340 Overseas Highway, Islamorada, FL 33036 for sale with MLS# B26001957

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.

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77340 Overseas Highway, Islamorada, FL 33036

Price
Price:
$3,999,999.00
Original List Price:
$3,999,999.00
List Price per Sq Ft (Calculated, Approx.):
$2,081.16
Property Status and Type
Listing Type:
For Sale
Status:
Active
Special Sale Conditions:
Sold As-is
Listing Category:
Residential
Property Type:
Single Family House
Description of Last Important Update:
New Listing
Last Major Update on:
March 14, 2026 10:12 am
Rooms Distribution
Bedrooms:
2
Bathrooms Total:
2
Full Bath:
2
Room Type:
Other
Rooms Total:
1
Master Bedroom Bath:
Separate Shower, Master Bdrm - Ground, Bedroom On Entry Level
Dining Area:
Eat-in Kitchen
Measures
Living Area:
928 Sqft
Built-Up Area:
1,922 Sqft
Lot Area:
34,412.40 Sqft
Lot Size Dimensions and Info:
34409
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Oversized Lot
Lot Size Acres:
0.79
Property Features
View from the Property:
Pool, Water, Bay, Direct Ocean
Waterfront:
Yes
Waterfront Features:
Ocean Access, Canal Front, Mangrove, Bayfront, No Fixed Bridge, Canal Width 1–80 Feet
Frontage Length:
79
Private Pool
Swimming Pool Features:
Other
Furnished:
Partially
Appliances:
Microwave, Refrigerator, Electric Range
Interior:
Entrance Foyer
Exterior:
Barbecue, Balcony, Lighting, Outdoor Shower, Other
Patio and Porch:
Patio, Patio - Open
Laundry:
Laundry Closet
Air Conditioning
Air Conditioning System:
Central Air, Wall/window Unit(s)
Heating
Heating System:
Electric
Fence:
Partial
Boat and Dock Features:
Private Dock, Electric Available, Lift, Deeded Dock
Property Entrance Faces:
West
Balcony Details:
Balcony - Open
Storm Protection Impact Glass:
Complete
Construction
Year Built:
1963
Roof:
Flat, Fiberglass
Levels:
Two
Entry Level (floor):
1
Construction Materials:
Block, CBS
Flooring:
Tile
Number of stories:
2
Structure Type:
House
Stories:
2
Property Condition:
Updated/remodeled
Taxes and Expenses
Tax Annual Amount:
$17,789.1
Tax Year:
2025
Tax Assessed Value:
$1,876,149.00
Property Tax Details:
Tax Reflects No Exemptions
Parking
Parking Total Spaces:
1
Carport Spaces:
1
Covered Spaces:
1
Parking Features:
Driveway, Covered, Guest, Rv Access/parking, Attached Carport, Unpaved, Carport, Boat Access/parking
Carport
Utilities
Sewer:
Public Sewer
Electric:
100 Amp Service
Utilities Available:
Cable Available
Water Source:
Public
Community
Pets Allowed?:
Yes, No Restrictions
Subdivision Name:
MATECUMBE OCEAN BAY SEC 2
Senior Community:
No
Restrictions:
No Restrictions
Community Dock
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Buyer Possession:
Negotiable, Close Of Escrow
Zoning and Legal
Tax Legal Description:
BK 5 LT 5 MATECUMBE OCEAN BAY SEC 2 PB2-98 LOWER MATECUMBE KEY
Real Estate Folio Number (Parcel Number):
00397200000000
Zoning:
RE
Public Schools Assigned
High School:
Coral Shores
Middle Or Junior School:
Plantation Key
Listing History
Active on the market since:
March 14, 2026
Listing Agreement executed on:
March 13, 2026
Listing Status Last Changed On:
March 14, 2026 10:12 am
Photos updated on:
March 14, 2026 10:12 am
Last Modified:
March 24, 2026 10:59 am
Additional Information
Courtesy of:
Coldwell Banker Schmitt RE Co
Attribution:
Not provided
Location
Street Name:
Overseas
Street Number:
77340
City:
Islamorada
State:
Florida
Zip Code:
33036
County:
Monroe
Latitude:
N24° 52' 55.4''
Longitude:
W81° 18' 25''
Street Suffix:
Highway
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $88,214
Median Home Value $995,600
Median Rent $1,846/mo
Median Age 56
Population 3,632

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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed by the MLS or the real estate broker. ©2026 BeachesMLS, Inc. The information 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. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available.