74049 Overseas, Islamorada, FL 33036

$3,999,999

Virtual Tour

https://player.vimeo.com/video/1137336788

Property Type: Residential Bedrooms: 4 Baths: 4 Status: Active

Current Price: $3,999,999 List Date: 4/29/2026 Last Modified: 6/28/2026

Overview

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-- ... (Read more)

Listing Details MLS# A12010138

General Property Information

Property Sub Type: Single Family Residence
Bedrooms Total: 4
Bathrooms Total: 4
Bathrooms Full: 4
Adjusted Area Main: 2732
Accessibility Features YN: Yes
Year Built: 1970
Carport YN: Yes
Carport Spaces: Yes
Covered Spaces: Yes
Lot Size Area: 21000
Lot Size Acres: 0.48
Senior Community YN: Yes
Waterfront YN: Yes
Water Frontage Feet: 104
Outdoor Living Spaces YN: Yes
Stories Total: 2
Direction Faces: Northwest
Pool Private YN: Yes

Property Features

Electric: Circuit Breakers Exterior Features: Lighting Flooring: Tile Leasing Permitted Details: Okay To Lease; Okay To Lease With Restrictions Parking Features: Boat Access/Parking; Guest; RV Access/Parking Appliances: Dishwasher; Dryer; Electric Range; Microwave; Oven; Refrigerator; Washer Construction Materials: CBS Cooling: Ceiling Fan(s); Central Air Fencing: Fenced Heating: Heat Pump Levels: Two Listing Terms: Cash; Conventional Pool Features: Concrete; Heated; In Ground Possession: Negotiable Restrictions: Lease Restrictions Roof: Metal Sewer: Public Sewer Special Information: Sold As-Is Tax Information: Tax Reflects No Exemptions Water Access: Deeded Beach Access Water Source: Public Water View: Direct Ocean Waterfront Features: Ocean Front Showing Requirements: 24 Hour Notice; Appointment Only; Call Listing Agent Outdoor Living Spaces: Deck; Patio; Porch Porch Details: Porch - Open Room Types: Family Room Acreage Description: 1/4 To Less Than 1/2 Acre Lot

Contract Information

Comp Sale YN: No
Original List Price: 3999999
Occupant Type: Call Listing Agent

Location and Legal

Country: United States
County Or Parish: Monroe
County Parish Name: Monroe
Street Number: 74049
Street Name: Overseas
City Name: Islamorada
State Or Province: FL
Postal Code: 33036
Postal Zip: 33036
Subdivision Name: Lower Matecumbe
Area: 5940 - Other Florida County
Geographic Area: Other
Elementary School: Plantation Key
Middle Or Junior School: Plantation Key
High School: Coral Shores
Parcel Number: 00389650000000
Zoning: SFH R1

Financial Information

Membership Fee Required YN: No
Tax Annual Amount: 21966
Tax Year: 2025
Tax Legal Description: BK 4 LOT 2 & SW'LY 30' OF NE'LY 110' TR B LOWER MATECUMBE BEACH PB3-34 LOWER MATECUMBE OR426-

Status Change Information

Major Change Timestamp: 2026-04-29T04:00:00Z
Major Change Type: New Listing
Status Change Date: 2026-04-30

More Information

Leasing Permitted Details

Leasing Permitted YN: Yes
Okay To Lease: Yes
Okay To Lease With Restrictions: Yes

Pool Size Details

Pool Size (WxL): 544

Storm Protection

Impact Glass: Partial

Section Details

Parcel Number MLX: 96

Originating Details

Originating System Key: 460322862
Originating System ID: M00000151

Office/Member Information

DXORIGMLSID: SEF

Amenities

None: Yes

Electric

Circuit Breakers: Yes

Exterior Features

Lighting: Yes

Flooring

Tile: Yes

Parking Features

Boat Access/Parking: Yes
Guest: Yes
RV Access/Parking: Yes

Fencing

Fenced: Yes

Possession

Negotiable: Yes

Sewer

Public Sewer: Yes

Special Information

Sold As-Is: Yes

Heating

Heat Pump: Yes

Water Access

Deeded Beach Access: Yes

Water View

Direct Ocean: Yes

Appliances

Dishwasher: Yes
Dryer: Yes
Electric Range: Yes
Microwave: Yes
Oven: Yes
Refrigerator: Yes
Washer: Yes

Construction Materials

CBS: Yes

Levels

Two: Yes

Listing Terms

Cash: Yes
Conventional: Yes

Pool Features

Concrete: Yes
Heated: Yes
In Ground: Yes

Roof

Metal: Yes

Water Source

Public: Yes

Waterfront Features

Ocean Front: Yes

Cooling

Ceiling Fan(s): Yes
Central Air: Yes

Showing Requirements

24 Hour Notice: Yes
Appointment Only: Yes
Call Listing Agent: Yes

Master Bedroom/Bath

Master Bdrm - Ground: Yes
Master Bdrm - Upstairs: Yes
Separate Shower: Yes

Restrictions

Lease Restrictions: Yes

Tax Information

Tax Reflects No Exemptions: Yes

Outdoor Living Spaces

Deck: Yes
Patio: Yes
Porch: Yes

Porch Details

Porch - Open: Yes

Room Types

Family Room: Yes

Acreage Description

1/4 To Less Than 1/2 Acre Lot: Yes

Room Information

Room Name
Family Room

Listing Office: Paradise Florida Keys Real Est

Last Updated: June - 28 - 2026

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74049 Overseas, Islamorada, FL 33036 (MLS# A12010138)