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77340 Overseas Highway, Lower Matecumbe, FL 33036

New Listing
$3,999,999
Property Type: Residential Bedrooms: 2 Baths: 2 Square Footage: 928 Lot Size (sq. ft.): 34,409 Status: Active
Current Price: $3,999,999 List Date: 3/13/2026 Last Modified: 3/13/2026

Overview

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. An existing legal nonconforming home with a waterfront swimming pool currently sits on the property and may be used as a residence or rental while architectural plans and permits are finalized, offering flexibility during the planning process. For buyers who understand the value of land in the Florida Keys, this offering represents something increasingly difficult to find: the opportunity to create a custom waterfront estate tailored entirely to your vision, rather than inheriting someone else's. A remarkable parcel for a remarkable build.

Listing Details MLS# 619064

Location, Tax & Legal

Street #
77340
Street Name
Overseas
Street Suffix
Highway
Key/Island
Lower Matecumbe
State/Province
FL
Zip Code
33036
County
Monroe
Subdivision
Matecumbe Ocean Bay (75.0)
Area
22 - Lower Matecumbe
City
ISLAMORADA
Off Shore Island
No
Mile Marker
75
Marathon Neighborhood
N/A
Side
Bay/Gulf
Flood Zone
AE,AE,AE
Alternate Key #
1489727
Parcel #
00397200-000000
Zoning
RE - Residential Estate
Deed Restrictions
No
Legal
BK 5 LT 5 MATECUMBE OCEAN BAY SEC 2 PB2-98 LOWER MATECUMBE KEY
Taxes
17789.05
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Florida Keys
As is Rght to Inspct
Yes
Species List
Yes

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
5
Pool
Yes
Year Built
1963
Total Units
Yes
Lot SqFt
34409
Lot Sqft Source
Tax Records
Acres
0.79
Living Apx SqFt
928
SqFt Source
Tax Records
Total Bedrooms
2
Full Baths
2
Total Baths
2
Rentals Allowed
With Restrictions

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

Dockage

Seawall
Other

More Information

Building Style

Above Flood
No
Stories
2 Stories

Remarks & Misc

Remarks – Consumer
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. An existing legal nonconforming home with a waterfront swimming pool currently sits on the property and may be used as a residence or rental while architectural plans and permits are finalized, offering flexibility during the planning process. For buyers who understand the value of land in the Florida Keys, this offering represents something increasingly difficult to find: the opportunity to create a custom waterfront estate tailored entirely to your vision, rather than inheriting someone else's. A remarkable parcel for a remarkable build.

Fee Includes

Other
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Dryer
Yes
Microwave
Yes
Oven
Yes
Refrigerator
Yes

Pets

Pets Allowed
Yes

Cooling

Central Air
Yes

Waterfront

Open Water
Yes

Waterview

Canal View
Yes

Property Condition

Updated/Remodeled
Yes

Specialty Rooms

Laundry Room
Yes

Vehicle Storage

Open Parking
Yes

Construction

CBS
Yes

Land Size

1/2 - Less Than 1 AC
Yes

Furnished

Negotiable
Yes

Utilities

Buyer to Verify
Yes
Elect Separate Meter
Yes
FKAA
Yes
Municipal Sewer
Yes

Porch/Balcony

Open Porch/Balcony
Yes

Pool Info

In Ground
Yes
Decked
Yes

Property Features

Fee Includes: Other Tax Exemptions: None Waterfront: Open Water Waterview: Canal View Property Condition: Updated/Remodeled Vehicle Storage: Open Parking Furnished: Negotiable Cooling: Central Air Utilities: Buyer to Verify; Elect Separate Meter; FKAA; Municipal Sewer Specialty Rooms: Laundry Room Appliances: Dishwasher; Dryer; Microwave; Oven; Refrigerator Pool Info: In Ground; Decked Construction: CBS Pets: Pets Allowed Land Size: 1/2 - Less Than 1 AC
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: March - 13 - 2026
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 being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.