77340 Overseas Highway, Islamorada, FL 33036

$3,999,999
Property Type: Residential Bedrooms: 2 Baths: 2 Square Footage: 1,922 Status: Active
Current Price: $3,999,999 List Date: 3/14/2026 Last Modified: 9/25/2026

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. The 2/2 pool home is updated and ready for refined living.

Listing Details MLS# B26001957

General Property Information

Property Sub Type
Single Family Residence
Bedrooms Total
2
Bathrooms Total
2
Bathrooms Full
2
Building Area Main
1922
Building Area Source
Public Records
Living Area Main
928
Living Area Source
Public Records
Adjusted Area Main
928
Accessibility Features YN
No
Year Built
1963
Carport YN
Yes
Attached Carport YN
Yes
Carport Spaces
Yes
Covered Spaces
Yes
Parking Total
Yes
Gated Community YN
No
Lot Size Area
34409
Lot Size Acres
0.79
Lot Size Dimensions
34409
Senior Community YN
No
Waterfront YN
Yes
Water Frontage Feet
79
Outdoor Living Spaces YN
Yes
Stories Total
2
Stories
2
Direction Faces
West
Fireplace YN
No
Pool Private YN
Yes
Furnished
Partially
LP/Assessed Value
2.13

Property Features

Dining Area: Eat-In Kitchen Electric: 100 Amp Service Exterior Features: Barbecue; Lighting; Outdoor Shower; Other Flooring: Tile Parking Features: Boat Access/Parking; Covered; Driveway; Guest; RV Access/Parking; Unpaved; Attached Carport; Carport Property Condition: Updated/Remodeled Special Listing Conditions: Standard Appliances: Electric Range; Microwave; Refrigerator Boat and Dock Features: Deeded Dock; Electric Available; Lift; Private Dock Construction Materials: Block; CBS Cooling: Central Air; Wall/Window Unit(s) Fencing: Partial Heating: Electric Interior Features: Entrance Foyer Laundry Features: Laundry Closet Levels: Two Listing Terms: Cash; Conventional; FHA; VA Loan Lot Features: Oversized Lot Pets Allowed YN: Yes Pets Allowed: No Restrictions Pool Features: Other Possession: Close Of Escrow; Negotiable Restrictions: No Restrictions Roof: Fiberglass; Flat Sewer: Public Sewer Special Information: Sold As-Is Structure Type: House Tax Information: Tax Reflects No Exemptions Utilities: Cable Available View: Pool; Water Water Access: No Fixed Bridge; Ocean Access Water Source: Public Water View: Bay; Direct Ocean Waterfront Features: Bayfront; Canal Front; Mangrove Canal Width: Canal Width 1-80 Feet Showing Requirements: Call Listing Agent Outdoor Living Spaces: Balcony; Patio Balcony Details: Balcony - Open Patio Details: Patio - Open Room Types: Other Acreage Description: 1/2 To Less Than 1 Acre Lot; Less Than 1 Acre Lot

Contract Information

Comp Sale YN
No
Original List Price
3999999
Negotiable Seller Concessions YN
No
Occupant Type
Vacant
Listing Service
Full Service

Location and Legal

Country
United States
County Or Parish
Monroe
County Parish Name
Monroe
Street Number
77340
Street Name
Overseas
Street Suffix
Highway
City Name
Islamorada
Municipality Type
Incorporated
State Or Province
FL
Postal Code
33036
Postal Code +4
3900
Postal Zip
33036
Subdivision Name
MATECUMBE OCEAN BAY SEC 2
Area
5940 - Other Florida County
Geographic Area
Other
Elementary School
Plantation Key
Middle Or Junior School
Plantation Key
High School
Coral Shores
Special Assessment YN
No
Parcel Number
00397200000000
Subdivision Number
1489727
Zoning
RE
Flood Zone
AE7

Financial Information

Master Association YN
No
Membership Fee Required YN
No
Tax Annual Amount
17789.1
Tax Year
2025
Tax Assessed/SOH Value
1876149
Tax Legal Description
BK 5 LT 5 MATECUMBE OCEAN BAY SEC 2 PB2-98 LOWER MATECUMBE KEY
Assessor Market Value
1876149

Status Change Information

Major Change Timestamp
2026-03-14T10:12:50Z
Major Change Type
New Listing
Status Change Date
2026-03-14

More Information

Entry Information

Entry Level
Yes

Boat and Dock Information

Dock
Yes

Main Level Rooms

Main Level Bathrooms
Yes
Main Level Bedrooms
Yes

Pet Details

Pet Fee YN
No

Qualifying Requirements

Minimum Credit Score YN
No

Storm Protection

Impact Glass
Complete

Price Calculations

Current Price To SqFt
2081.16

Originating Details

Originating System Key
20260314092502534281000000
Originating System ID
M00000170

Room Information

Room Name
Other
IDX
Listing Office: Coldwell Banker Schmitt Real E
Source MLS Verified
Last Updated: September - 25 - 2026
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