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74049 Overseas Hwy

Islamorada, FL 33036
  • $3,750,000
  • STATUS: Active
  • ON SITE: 71 Days
  • MLS #: A12064940
Price Reduced
UPDATED: 22 min ago
$3,750,000
  • 4
    BEDS
  • 0.5
    ACRES
  • 4
    BATHS
  • 0
    1/2 BATHS
  • 2,596
    SQFT
  • $1,445
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1970
County:

School Ratings & Info

Description

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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Copyright 2026, Participating Associations/MLS’s in the SEFMLS, MIAMI Association of REALTORS, Realtor Association of Greater Ft. Lauderdale, South Broward Board of Realtors. All rights reserved. The data relating to real estate for sale on this web site comes in part from the participating Associations/MLS’s in the Southeast Florida Regional Multiple Listing Service cooperative agreement, MIAMI Association of REALTORS, Realtor Association of Greater Ft. Lauderdale, South Broward Board of Realtors. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, Participating Associations/MLS’s in the SEFMLS, MIAMI Association of REALTORS, Realtor Association of Greater Ft. Lauderdale, South Broward Board of Realtors. All rights reserved. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited. Data last updated 2026-10-17T13:51:30.153.
www.djandlindseyrealestate.com/homes/179868523
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74049 Overseas Hwy Islamorada, FL 33036

  • Price: $3,750,000
  • Status: Active
  • On Site: 71 Days
  • Updated: 22 min ago
  • MLS #: A12064940
4
Beds
4
Baths
0
½ Baths
0.5
Acres
2,596
SQFT
$1,445
$/SQFT
1970
Built
Neighborhood:
Lower Matecumbe Beach
County:
Monroe
Area:
Lower Matecumbe Beach
Property Description
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.
Exterior Features

Architectural Style DetachedTwo Story Carport Spaces 1 Construction Materials CBS Construction Covered Spaces 1 Direction Faces Northwest Exterior Features Open Balcony Fencing Fenced Frontage Length 30 Garage YN No Inclusions Other Lot Features 1/2 To Less Than 3/4 Acre Lot Parking Features Driveway Patio And Porch Features Open BalconyPatio Pool Features In Ground Pool Private YN No Roof Metal Roof View OceanDirect OceanPool View YN Yes Waterfront Features Ocean AccessOcean Front Waterfront YN Yes

Interior Features

Appliances DishwasherDryerElectric RangeMicrowaveRefrigeratorWasher Building Area Total 5054 Cooling Central Air Flooring Tile Heating Central Heating YN Yes Interior Features First Floor EntrySecond Floor EntryGarage Converted Room Bedroom Features At Least 1 Bedroom Ground LevelPrimary Bedroom Ground Level Room Dining Room Features Family/Dining Combination

Property Features

Association YN No Building Name LOWER MATECUMBE BEACH Community Features Other Cooling YN Yes Horse YN No Listing Terms All CashConventional Membership Purch Rqd YN No New Construction YN No Property Sub Type Single Family Residence Public Survey Section 20 Restrictions Ok To Lease With Res Sewer Public Sewer Structure Type House Tax Annual Amount 24268 Tax Year 2025 Type Of Association None Water Source Municipal Water Year Built Details Resale Zoning SINGLE FAMILY RESID

Listing courtesy of Luxe Properties: .


Copyright 2026, Participating Associations/MLS’s in the SEFMLS, MIAMI Association of REALTORS, Realtor Association of Greater Ft. Lauderdale, South Broward Board of Realtors. All rights reserved. The data relating to real estate for sale on this web site comes in part from the participating Associations/MLS’s in the Southeast Florida Regional Multiple Listing Service cooperative agreement, MIAMI Association of REALTORS, Realtor Association of Greater Ft. Lauderdale, South Broward Board of Realtors. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, Participating Associations/MLS’s in the SEFMLS, MIAMI Association of REALTORS, Realtor Association of Greater Ft. Lauderdale, South Broward Board of Realtors. All rights reserved. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited. Data last updated 2026-10-17T13:51:30.153.
 
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