74049 Overseas Highway, Lower Matecumbe, FL

$3,999,999

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4

Beds

4

Baths

2,591

Square feet

21,780

Land Size

About 74049 Overseas Highway

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. Set on a generous parcel with 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. 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. Lower-Level Finished area of 1,065 is included in square footage. 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.

Features of 74049 Overseas Highway

MLS® # 619687
Price $3,999,999
Bedrooms 4
Bathrooms 4.00
Full Baths 4
Square Footage 2,591
Land Size 21,780
Year Built 1970
Type Residential
Sub-Type Single Family Residence
Status Active

Community Information

Address 74049 Overseas Highway
Area 22 - Lower Matecumbe
Subdivision Lower Mat Bch (74.0)
City Lower Matecumbe
County Monroe
State FL
Zip Code 33036

Amenities

Amenities Beach, Bike Paths
Utilities FKAA, Municipal Sewer, Buyer to Verify, Elect Separate Meter, Cable Available
Parking Off Street Parking
View Ocean View
Is Waterfront Yes
Waterfront Oceanfront
Has Pool Yes
Pool In Ground, Concrete

Interior

Interior Features Drapes/Blinds Incl, Storage, Quartz Countertops
Appliances Washer, Dryer, Dishwasher, Range, Oven, Microwave
Cooling Central Air, Ceiling Fans(s)
Fireplace No
Has Basement No

Exterior

Exterior Features Fencing, Lighting, Sandy Beach
Lot Description 1/4 - 1/2 Acre
Windows Impact Rstnce Window, Impact Rstnce Doors
Roof Metal Roof
Construction CBS, Concrete

Additional Information

Date Listed April 28th, 2026
Days on Market 82
Zoning R1 - Residential Single Family
Short Sale No
RE / Bank Owned No

Listing Details

AgentJudy Rossignol
OfficeParadise Florida Keys Real Estate, a Luxury Brand

Listing Map

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