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2-Bed Single Family Residence at MATECUMBE OCEAN BAY SEC 2 in Islamorada

$3,999,999

Brickellsold Estimate* (fallback: list price)$3,999,999 (list price)

Listing courtesy of Coldwell Banker Schmitt Real E; Elizabeth Jolin. Information from the Southeast Florida Multiple Listing Service is deemed reliable but is not guaranteed accurate.

For Sale
bedrooms

2

bathrooms

2

Square Footage

928

Type of Property

Single Family Residence, Residential

Details

Overview

Sub Type
Single Family Residence
Price Per Sqft
$4,310/sqft
Built In
1963
Taxes
$17,789/yr

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.

This single family residence home located at 77340 Overseas Highway, Islamorada FL 33036 is currently for sale and has been available on Brickellsold for 196 days. This property is listed at $4M. It has 2 beds, 2 bathrooms, and is 928 square feet. It was built in 1963. 77340 Overseas Highway, Islamorada FL 33036 is in Islamorada county Monroe County.

Interior

Bedrooms
2
Bathrooms
2
Bathrooms Full
2
Features
  • Flooring: Tile
  • Common walls with other units/homes: Two Story
Heating
Electric
Cooling
Central Air, Wall/Window Unit(s)
Appliances
Microwave, Electric Range, Refrigerator
Total structure area
1,922
Total interior livable area
928 sqft

Property

Parking
  • Covered Spaces: 1
  • Parking Features: Awning,Covered,Driveway,Guest,Rv/Boat Parking,Unpaved
Parcel Number
00397200000000
Features
  • Entry location: Entrance Foyer, Other
  • Exterior Features: Barbeque, Exterior Lights, Open Balcony, Other, Outdoor Shower
  • Has View: Yes
  • View Description: Bay, Direct Ocean, Pool, Water, Bay View

Construction

Property subtype
Single Family Residence, Residential
Materials
Concrete Block Construction, CBS Construction
Condition
  • Year Built: 1963

Community & HOA

Community
  • Security Features:
  • Subdivision: MATECUMBE OCEAN BAY SEC 2
HOA
  • Amenities: Boat Dock, Private Pool
Region
Islamorada

Financial

Price Per Sqft
$4,310/sqft
Taxes
$17,789/yr
On Market Date
3/12/2026
Listing Terms
All Cash, Conventional, FHA, FHA 203K, VA Loan

Metadata

Added
3/14/2026
Updated
9/25/2026
MLS#
B26001957
Days on Market
196
Listed By
Coldwell Banker Schmitt Real E
Originating MLS
BeachesMLS

Map

Price History

EventPriceDate
Original list price$3,999,999Mar 14, 2026

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