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About This Home

This 4-bedroom, 4-bathroom single family at 74049 Overseas Highway in Lower Matecumbe, FL is listed for $3,999,999 ($1,544 per sqft). Built in 1970, the home offers 2,591 sqft of living space on a 0.50 acres lot.

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.

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 cond

itioning 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.

Key Features

  • Built in 1970
  • 0.50 acre lot
  • Private pool
  • Waterfront

Property Details

4 full
1970

Amenities

PoolWaterfrontViewA/C

Monthly Cost Estimate

$21,393/mo

20% down · 6.5% · 30 years

Principal$2,893
Interest$17,333
Insurance$1,167

Estimates only. Actual payments may vary.

Location

74049 Overseas Highway

Lower Matecumbe, FL 33036

Lower Mat Bch (74.0)

Features & Amenities

Interior Features

StorageQuartz Countertops

Exterior Features

FencingLightingSandy Beach

Property Details

Flooring

ComboTile

Construction

CBS Concrete

Views

Ocean

Pool Features

DeckPorch

Cooling

Central Air

Appliances

WasherDryerDishwasherRangeOvenMicrowave

Questions & Answers

This 4-bedroom, 4-bathroom single family at 74049 Overseas Highway is listed at $3,999,999 ($1,544/sqft). The estimated monthly payment is $17,333 based on 20% down at 6.5% interest.

Key features include: Built in 1970, 0.50 acre lot, Private pool, Waterfront. Interior Features: Storage, Quartz Countertops. Exterior Features: Fencing, Lighting, Sandy Beach.

This property is listed by Judy Rossignol and can be reached at 3053930523 or islamoradajudy@gmail.com.

JR

Judy Rossignol

Agent at Paradise Florida Keys Real Estate, a Luxury Brand

(305) 393-0523

Listed by Paradise Florida Keys Real Estate, a Luxury Brand · View on Broker Site

MLS# 619687· Source: listhub· Updated 34 days ago

Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

74049 Overseas Highway, Lower Matecumbe, FL 33036

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