Open House LogoIn-Person: 09/26 12:00 PM - 2:00 PM
$3,850,000
 $20,668 est/mo Sourced by Back At You

74049 Overseas Highway,Islamorada, FL 33036

Islamorada, FL 33036

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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.

Details

MLS #A12064940
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1970
Days On Site50
Listing Provided ByLuxe Properties | Kimberly Farias

Features

Bed(s)4
Bath(s) 4 Total
SQ Feet2,596
Car PortYes
PoolYes
Story(s)2
ZoningSINGLE FAMILY RESID
Acreage0.50
Water FrontYes
Property ViewYes

Parking

Garage Yes / NoNo
Parking FeaturesDriveway

Taxes

Tax Annual Amount24268

Area Information

StateFL
CountyMonroe
CityIslamorada
Zip Code33036
Area5940 Other Florida County
SubareaOther
Community NameLOWER MATECUMBE BEACH
Listing VS Median (in LOWER MATECUMBE BEACH)
Price:
$3,850,000
low | high
Med:
$2,425,000
87.013% of Average
sqft:
2,596
low | high
Med:
2,153
67.064714946071% of Average
$ / sqft:
$1,483
low | high
Med:
$1,034
80.284063157895% of Average
On site:
50
low | high
Med:
37
100% of Average
Sourced by Back At You

Market Activity 33036

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Learn More About This Property

Open House
In-Person
09/26 12:00 PM - 2:00 PM
StateFL
CountyMonroe
CityIslamorada
Zip Code33036
Area5940 Other Florida County
SubareaOther
Community NameLOWER MATECUMBE BEACH
Listing VS Median (in LOWER MATECUMBE BEACH)
Price:
$3,850,000
low | high
Med:
$2,425,000
87.013% of Average
sqft:
2,596
low | high
Med:
2,153
67.064714946071% of Average
$ / sqft:
$1,483
low | high
Med:
$1,034
80.284063157895% of Average
On site:
50
low | high
Med:
37
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $2.887M - $4.812M
sqft: 1,500 - 3,000
Nearby Listings Property ImageNearby Listings Details
129 Nautilus Drive 0 Property Photo 1
$12,500
129 Nautilus Drive 0
Islamorada, FL 33036
Listing Updated: September 23, 2026 at 10:03:21 AM PDT