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+20

74049 Overseas

Islamorada, FL, 33036

Active

$3,999,999

74049 Overseas

Islamorada, FL, 33036

Active

$3,999,999

4

Bedrooms

4

Bathrooms

—

Living Area

1970

Year Built

Mortgage Calculator

Estimate your monthly payment for this waterfront property

20%

$800,000 down

%
Principal & Interest$20,755/mo
Property Tax (est. ~1.2%, varies by county)$4,000/mo
Home Insurance (est.)$250/mo
Total Monthly Payment$25,005
Loan Amount: $3,199,999Rate: 6.75%
Get Pre-Qualified

Estimated payments only. Actual rates and terms may vary.

Comparable Sales

$3,999,999Tour the dockSchedule a Showing

21,000

Lot Size (sqft)

31

Days on Market

Dock & Water AccessMLS

Ocean AccessOcean Front

Data sources: SFWMD AHED waterway polygons · FHWA National Bridge Inventory 2024 · Not provided by the MLS or listing broker.

Description

The gated entrance supplies a perfect level of privacy. The approach sets the tone for the entire experience: peaceful, secluded, and authentically 'Old Florida,' yet elevated with the sophistication expected in a luxury Keys residence. Whether used as a full-time home, a seasonal retreat, or a legacy property to be enjoyed for generations, Casa Matecumbe offers a rare combination of location, land, and lifestyle that is nearly impossible to replicate. The main residence is thoughtfully positioned to maximize panoramic ocean views from nearly every room. Expansive windows and glass doors frame the turquoise water, inviting natural light to fill the interior spaces throughout the day. Upstairs there are 3 bedrooms and 2 baths as well as a gorgeous kitchen an open concept with dining under air conditioning or al fresco, Downstairs includes a large en-suite bedroom with water views as well as an additional kitchen and dining living area. Both levels offer a breezy indoor-outdoor living--with modern comforts including updated finishes, impact windows, and spacious living areas. This 4-bedroom House is the perfect vacation home for larger families wishing to enjoy the pool, the beach and the ocean in a private setting.

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Location

Islamorada, FL, 33036

No price history available for this property.

Listing courtesy of Paradise Florida Keys Real Est

Last updated: 6/17/2026

© 2026 Miami Association of REALTORS®, Inc. All rights reserved. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Miami Association of REALTORS®. Information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal.

IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Nearest Bridge Clearances

Florida Keys — critical for tall/large vessels

No bridge data available for this location.
FEMA Flood Zone VE
BFE: 10ft

Coastal High Hazard

View FEMA Flood Map →
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