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$3,999,999

For Sale

5 hours ago

74049 Overseas Hwy, Islamorada, FL

House

MLS® 619687

4 Bed

3 Bath

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  • Key Facts
  • Description
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size -
Garage 
Taxes $20,641
Days Active 0
Lot Size 
Approx. Age 1970
MLS® Number 619687

Property Address: 74049 Overseas Highway, Lower Matecumbe, FL, 33036

Average square foot calculated using Size range provided by listing agent.

Description

Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary located at 74049 Overseas Highway in the prestigious Village of Islamorada. This iconic property represents one of the rarest opportunities in the Upper Keys: a private, gated, resort-style compound offering expansive open-water views, unmatched privacy, and the timeless charm of classic Florida Keys architecture blended seamlessly with modern luxury. Set on a generous parcel with lush tropical landscaping, a sandy beach, and direct ocean access, Casa Matecumbe delivers the ultimate coastal lifestyle--one defined by serenity, natural beauty, and the freedom to enjoy the water at a moment's notice. From the moment you arrive at the gated entrance, the estate's sense of exclusivity becomes immediately apparent. A long, private drive winds through mature palms, native hardwoods, and meticulously maintained gardens, creating a tranquil buffer from the world outside. 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. The home's design blends classic Keys styling--such as tongue-and-groove ceilings, coastal color palettes, and 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 groups.
MLS® Number619687
Laundry Level
Central VacNo
FireplaceNo
Acreage
Exterior
Garage
Approx. Age1970
Basement
Driveway
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Price History

-End Date
Not Sold YetSold Price

For Sale

Apr 29, 2026List Date
$3,999,999List Price

Home Appraisal

This property is estimated to sell between: $2,533,000 and $4,734,000.
Similar properties in this area sold on average for: $2,533,333
Expected to sell in 237 days. Similar properties sold in 237 days. This home has been on eXp Realty for 0 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

  • Commute

Commute

Starting Address
Destination Address
74049 Overseas Hwy, Islamorada, FL

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