# 74049 Overseas Hwy, Islamorada, FL 33036 > **TL;DR:** 4bd/4ba single family, $3,750,000 ($1445/sqft), built 1970, 2,596 sqft. > Pool, Waterfront, View, A/C. Est. $20,056/mo. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $3,750,000 | | Price/sqft | $1445 | | Bedrooms | 4 | | Bathrooms | 4 full | | Square Feet | 2,596 | | Year Built | 1970 | | Lot Size | 21,601 sqft (0.50 acres) | | Stories | 2 | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 0 | ## Why This Home Stands Out - **Pool** - Patio - **Waterfront** - Waterfront location listed - **Views** - Ocean ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $18,962 | | Estimated Insurance | $1,094 | | **Total** | **$20,056** | ## Key Amenities - Pool - Waterfront - View - A/C ## Property Highlights - Built in 1970 - 0.50 acre lot - 2 stories - Private pool - Waterfront ## Description ### Agent 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. ## Location - **Address:** 74049 Overseas Hwy, Islamorada, FL 33036 - **County:** Monroe - **Neighborhood:** LOWER MATECUMBE BEACH - **Coordinates:** 24.854563, -80.730913 - **Google Maps:** https://www.google.com/maps?q=24.854563,-80.730913 ## Virtual Tour & Media - **Video Tour:** https://www.zillow.com/view-imx/fd6384c4-b093-40ea-8178-9728687b8973?wl=true&setAttribution=mls&initialViewType=pano ## Listing Agent - **Name:** Kimberly Farias · **License:** 3477219 - **Brokerage:** LUXE Properties LLC - **Broker Phone:** (305) 809-7650 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/74049-Overseas-Hwy_Islamorada_FL_33036_M57907-83489?f=listhub&s=MAORFL&m=A12064940&c=propsimple) ## Photos ![74049 Overseas Hwy - Photo 1](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f2484607376r.jpg) ![74049 Overseas Hwy - Photo 2](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f3949226477r.jpg) ![74049 Overseas Hwy - Photo 3](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f1968238491r.jpg) ![74049 Overseas Hwy - Photo 4](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f2792764760r.jpg) ![74049 Overseas Hwy - Photo 5](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f908228053r.jpg) ![74049 Overseas Hwy - Photo 6](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f283860610r.jpg) ![74049 Overseas Hwy - Photo 7](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f2800151711r.jpg) ![74049 Overseas Hwy - Photo 8](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f3993962149r.jpg) ![74049 Overseas Hwy - Photo 9](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f646934923r.jpg) ![74049 Overseas Hwy - Photo 10](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f2498438813r.jpg) ![74049 Overseas Hwy - 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Photo 51](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f3656932127r.jpg) ![74049 Overseas Hwy - Photo 52](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f3227392511r.jpg) ![74049 Overseas Hwy - Photo 53](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f1529349477r.jpg) ![74049 Overseas Hwy - Photo 54](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f3976334782r.jpg) ![74049 Overseas Hwy - Photo 55](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f3884478929r.jpg) ![74049 Overseas Hwy - Photo 56](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f1130384094r.jpg) ![74049 Overseas Hwy - Photo 57](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f929388383r.jpg) ![74049 Overseas Hwy - Photo 58](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f2689890296r.jpg) ![74049 Overseas Hwy - Photo 59](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f2368247183r.jpg) ![74049 Overseas Hwy - Photo 60](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f1256116292r.jpg) ![74049 Overseas Hwy - Photo 61](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f2271566142r.jpg) ![74049 Overseas Hwy - Photo 62](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f977198258r.jpg) ![74049 Overseas Hwy - Photo 63](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f948021050r.jpg) ![74049 Overseas Hwy - Photo 64](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f3909230282r.jpg) ![74049 Overseas Hwy - Photo 65](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f1231555341r.jpg) ![74049 Overseas Hwy - Photo 66](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f269695185r.jpg) ![74049 Overseas Hwy - Photo 67](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f4058362177r.jpg) ![74049 Overseas Hwy - Photo 68](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f2174912380r.jpg) ![74049 Overseas Hwy - Photo 69](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f3262799399r.jpg) ![74049 Overseas Hwy - Photo 70](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f4217363891r.jpg) ![74049 Overseas Hwy - Photo 71](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f809014731r.jpg) ![74049 Overseas Hwy - Photo 72](http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f3117740879r.jpg) --- **MLS#:** A12064940 | **Updated:** 2026-10-29 **Source:** listhub *Copyright © 2026 Miami REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/74049-overseas-hwy-islamorada-fl-33036-2f105c2fce4949c7ab3f8031a715a9d5) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/74049-overseas-hwy-islamorada-fl-33036-2f105c2fce4949c7ab3f8031a715a9d5#listing", "url": "https://www.propertysimple.ai/listing/74049-overseas-hwy-islamorada-fl-33036-2f105c2fce4949c7ab3f8031a715a9d5", "name": "74049 Overseas Hwy, Islamorada, FL 33036", "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.", "image": [ "http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f2484607376r.jpg", "http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f3949226477r.jpg", "http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f1968238491r.jpg", "http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f2792764760r.jpg", "http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f908228053r.jpg", "http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f283860610r.jpg", "http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f2800151711r.jpg", "http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f3993962149r.jpg", "http://lh.rdcpix.com/2b5014d83cdb94e078bff2bcde089937l-f646934923r.jpg", 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