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74049 Overseas Highway, Lower Matecumbe, FL - photo 1

$3,750,000

74049 Overseas Highway

Lower Matecumbe, FL 33036

Estimated payment $19,537/month

HOA not listed, not included · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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4Beds
4Baths
2,596Sq Ft
$1445Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

Built in 1970
21,344 sqft Lot

About This Home

Rare opportunity to own an ocean side single family home in the heart of Islamorada. Situated on a private corner half acre lot with your own private beach, this property offers the space, privacy, and tropical lifestyle that make the Florida Keys one of the most sought-after destinations in the world. Currently operating as a successful VRBO vacation rental, this turnkey, income-producing property is being sold fully furnished, allowing the new owner to seamlessly continue operating it as a successful vacation rental from day one or immediately begin enjoying it as a private island retreat. Designed with flexibility in mind, this two-story home features a total of 4 bedrooms, 4 bathrooms, and two full kitchens. The upper level offers 3 bedrooms, 2 bathrooms, a full kitchen, and a private balcony, while the lower level offers a handicap-friendly layout, with a 1 additional bedroom, 1 bathroom, a cabana bath, and a second full kitchen. Step outside to your private pool, then take just a few steps to your own private beach, creating the ultimate island experience. A new A/C system and metal roof also adds comfort and peace of mind. Conveniently located just minutes from Robbie's Marina and Theater of the Sea, you'll enjoy world class fishing, boating, snorkeling, waterfront dining, and everything that makes Islamorada one of the premier destinations in the Florida Keys.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:4
  • •Bathrooms:4
  • •Full bathrooms:4
  • •Half bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:2,596 sqft
  • •Total interior livable area:2,596 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:21,344 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1970

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Price history

DateEventPrice
10/30/2026Listed for sale$3,750,000$1445/sqft

Listing Agent

Kim Farias

Luxe Properties, LLC.

Brokerage Phone: 305-809-7650

Source: Florida Keys MLS · MLS #620893

Data Powered by Home Junction, Inc.

Nearby

Dining

Cafe Cubano

0.1 mi

Habanos Tapas and Bar

0.5 mi

The Galley

0.5 mi

Beaches

Anne's Beach

0.8 mi

Public Beach

17.5 mi

Campground Beach

17.6 mi

Nearby amenity locations include data © OpenStreetMap contributors.