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$3,999,999
Lower Matecumbe, FL 33036
MLS# 619687
4 beds | 3 baths | 1532 sqft
1 / 50
Property 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.
Details
Maps
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
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