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  • 74049 Overseas Highway, Lower Matecumbe, FL 33036 (MLS# 619687)

74049 Overseas Highway, Lower Matecumbe, FL 33036

New Listing
$3,999,999
Property Type: Residential Bedrooms: 4 Baths: 3 Square Footage: 1,532 Lot Size (sq. ft.): 21,000 Status: Active
Current Price: $3,999,999 List Date: 4/29/2026 Last Modified: 4/29/2026

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.

More Information MLS# 619687

Contract Information

Listing Board: Florida Keys As is Rght to Inspct: Yes Species List: No Current Price: $3,999,999 Listing Date: 2026-04-28 List Price: $3,999,999

Location, Tax & Legal

City: ISLAMORADA Off Shore Island: No Mile Marker: 74.5 Marathon Neighborhood: N/A Side: Ocean Flood Zone: VE,AE,VE,VE,VE,AE,AE Alternate Key #: 1478032 Handicap Access: Yes Parcel #: 00389650-000000 Zoning: R1 - Residential Single Family Deed Restrictions: Unknown Legal: BK 4 LOT 2 & SW'LY 30' OF NE'LY 110' TR B LOWER MATECUMBE BEACH PB3-34 LOWER MATECUMBE OR426-786 OR1368-1165 OR3185-2211 Taxes: 20640.7 Tax Year: 2024 Pub Sewer HkUp: Yes Street #: 74049 Street Name: Overseas Street Suffix: Highway Key/Island: Lower Matecumbe State/Province: FL Zip Code: 33036 County: Monroe Subdivision: Lower Mat Bch (74.0) Area: 22 - Lower Matecumbe

General Property Description

Realtor.COM Type: Residential - Single Family Waterfront: Yes Control Depth: 2 Lot SqFt: 21000 Pool: Yes Lot Sqft Source: Tax Records Total Units: 1 Acres: 0.5 SqFt Source: Tax Records Rentals Allowed: With Restrictions Min Rental Days: 7 Style: Single Family Year Built: 1970 Living Apx SqFt: 1532 Total Bedrooms: 4 Full Baths: 3 Total Baths: 3

Remarks & Misc

Remarks – Consumer: 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. Directions: House is located oceanside on Overseas Hwy at the intersection of Overseas Hwy and Sunset Drive

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee $: 0

Fee Includes

None: 1 Other: 1

Dockage

None: 1

Tax Exemptions

None: 1

Appliances

Dishwasher: 1 Dryer: 1 Microwave: 1 Oven: 1 Range: 1 Washer: 1

Pets

Pets Allowed: 1

Cooling

Ceiling Fans(s): 1 Central Air: 1

Waterfront

Oceanfront: 1

Waterview

Ocean View: 1

Floor

Combo: 1 Tile: 1

Neighborhood Feature

Beach: 1 Bike Paths: 1

Interior Features

Drapes/Blinds Incl: 1 Quartz Countertops: 1 Storage: 1

Property Condition

Updated/Remodeled: 1

Building Style

Above Flood: Unknown Stories: 2 Stories

Windows/Doors

Impact Rstnce Doors: 1 Impact Rstnce Window: 1

Vehicle Storage

Off Street Parking: 1

Security

Electric Gate: 1

Construction

CBS: 1 Concrete: 1

Land Size

1/4 - 1/2 Acre: 1

Furnished

Negotiable: 1

Terms

Cash: 1 Conventional: 1 FHA: 1 No Seller Finance: 1

Utilities

Buyer to Verify: 1 Cable Available: 1 Elect Separate Meter: 1 FKAA: 1 Municipal Sewer: 1

Porch/Balcony

Deck: 1 Open Porch/Balcony: 1

Title

Negotiable: 1

Exterior Features

Fencing: 1 Lighting: 1 Sandy Beach: 1

Pool Info

In Ground: 1 Concrete: 1

Roof

Metal Roof: 1

Status Change Info

Status: Active

Property Features

Fee Includes: None; Other Tax Exemptions: None Waterfront: Oceanfront Waterview: Ocean View Dockage: None Property Condition: Updated/Remodeled Vehicle Storage: Off Street Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air Utilities: Buyer to Verify; Cable Available; Elect Separate Meter; FKAA; Municipal Sewer Interior Features: Drapes/Blinds Incl; Quartz Countertops; Storage Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Washer Exterior Features: Fencing; Lighting; Sandy Beach Pool Info: In Ground; Concrete Construction: CBS; Concrete Floor: Combo; Tile Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Beach; Bike Paths Security: Electric Gate Land Size: 1/4 - 1/2 Acre Terms: Cash; Conventional; FHA; No Seller Finance Title: Negotiable
Listing Office: Paradise Florida Keys Real Estate, a Luxury Brand
Last Updated: April - 29 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.

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