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74049 Overseas Highway HIGHWAY

Islamorada, FL 33036

$3,999,999 $16,864/Mo

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Overview

Bed

Bath

2,591

Sqft

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. 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 sophisticat ion 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.

Property Details

Property Type : Residential - Single Family

Price : $3,999,999

AD Id : 77816961

MLS Id : 619687

Beds : 4

Living Area Size : 2,591

Year Built : 1970

County : Monroe

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total Bedrooms: 4

Bathroom Information

Total Baths: 4 Full Baths: 4
Interior Features

Drapes/Blinds Incl,Storage,Quartz Countertops Appliances: Washer,Microwave,Oven,Range,Dishwasher,Dryer
Roofing Information

Metal Roof

Flooring Information

Tile,Combo

Heating & Cooling

Cooling: Central Air,Ceiling Fans(s) Water Front: Yes Oceanfront Ocean View

Window Information

Window Treatments: Impact Rstnce Window,Impact Rstnce Doors

Building Information

Year Built: 1970 Total Units: 1.00 Floor Location: 21000 Construction: CBS,Concrete Security System: Electric Gate Roof: Metal Roof
Exterior Features

Fencing,Sandy Beach,Lighting

Pool Information

In Ground,Concrete

Lot Information

Lot SqFt: 21,000 Lot SqFt Source: Tax Records 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
Property Information

SQ ft (Living Area): 2,591 View: Ocean View Subdivision: Lower Mat Bch (74.0) Stories: 2 Stories

Listing Price Information

List Price: $3,999,999
Listing Information

No Seller Finance,Cash,FHA,Conventional

Tax Information

Taxes: $20,641 Tax Year: 2024 Parcel Number: 00389650-000000 Tax Exemptions: None

Virtual Tour

Virtual Tour (External Link)
Multi-Unit Information

Pets Allowed: Pets Allowed
Homeowners Association Information

Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee: $0.00

Utility Information

FKAA,Elect Separate Meter,Cable Available,Buyer to Verify,Municipal Sewer

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
75761 Overseas Hwy, Islamorada, FL, 33036	$4,999,900	4	4	3,001	3,001 SqFt
111 Anglers Way, Islamorada, FL, 33036	$1,199,990	2	3	1,376	1,376 SqFt
109 Columbus Dr, Islamorada, FL, 33036	$6,700,000	4	5	--
166 Bayview Drive, Islamorada, FL, 33036	$4,700,000	4	4	--
Residential, Islamorada, FL, 33036	$2,649,000	3	4	1,768	1,768 SqFt
439 Palm Dr Drive, Islamorada, FL, 33036	$2,200,000	4	3	2,294	2,294 SqFt
102 Anglers Way, Islamorada, FL, 33036	$1,150,000	2	3	1,376	1,376 SqFt
20 Avacado St, Islamorada, FL, 33036	$15,950,000	6	7	6,680	6,680 SqFt
82719 Old Hwy, Islamorada, FL, 33036	$24,995,000	7	11	10,182	10,182 SqFt
75840 Overseas Highway, Islamorada, FL, 33036	$13,950,000	7	7	--