74049 Overseas Highway, Lower Matecumbe, FL 33036
New Listing
$3,850,000
Property Type:
Residential
Bedrooms:
4
Baths:
4
Square Footage:
2,596
Lot Size (sq. ft.):
21,600
Status:
Active
Current Price:
$3,850,000
List Date:
8/06/2026
Last Modified:
8/06/2026
Overview
Description
...
(Read more)
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 includes 1 additional bedroom, 1 bathroom, a cabana bath, and a second full kitchen, making it ideal for guests, multi-generational living, or maximizing short term rental income.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.
Listing Details MLS# 620893
Location, Tax & Legal
- Street #
- 74049
- Street Name
- Overseas
- Street Suffix
- Highway
- Key/Island
- Lower Matecumbe
- State/Province
- FL
- Zip Code
- 33036
- County
- Monroe
- Subdivision
- Lower Mat Bch (74.0)
- Area
- 22 - Lower Matecumbe
- City
- ISLAMORADA
- Mile Marker
- 74
- Marathon Neighborhood
- N/A
- Side
- Ocean
- Alternate Key #
- 1478032
- Parcel #
- 00389650000000
- Zoning
- R1 - Residential Single Family
- Deed Restrictions
- Unknown
- Legal
- Bk 4 Lot 2 & Sw'ly 30' Of Ne'ly 110' Tr B Lower Matecumbe Beach Pb3-34 Lower Matecumbe Or426-786 Or1368-1165 Or3185-2211
- Taxes
- 21326.66
- Tax Year
- 2025
- Pub Sewer HkUp
- Yes
Contract Information
- Listing Board
- Florida Keys
- As is Rght to Inspct
- Yes
General Property Description
- Realtor.COM Type
- Residential - Single Family
- Style
- Single Family
- Waterfront
- Yes
- Control Depth
- 2
- Pool
- Yes
- Year Built
- 1970
- Lot SqFt
- 21600
- Acres
- 0.49
- Living Apx SqFt
- 2596
- SqFt Source
- Seller
- Total Bedrooms
- 4
- Full Baths
- 4
- Total Baths
- 4
- Rentals Allowed
- With Restrictions
Association Info
- Mandatory Home Owners Asc
- No
- 1st Right of Refusal
- No
- Association Fee $
- 0
Building Style
- Above Flood
- Unknown
- Stories
- 2 Stories
More Information
Remarks & Misc
- Remarks – Consumer
- 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 includes 1 additional bedroom, 1 bathroom, a cabana bath, and a second full kitchen, making it ideal for guests, multi-generational living, or maximizing short term rental income.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.
Fee Includes
- Other
- Yes
Dockage
- None
- Yes
Tax Exemptions
- None
- Yes
Appliances
- Dishwasher
- Yes
- Dryer
- Yes
- Microwave
- Yes
- Range
- Yes
- Refrigerator
- Yes
- Washer
- Yes
Cooling
- Ceiling Fans(s)
- Yes
- Central Air
- Yes
Waterfront
- Oceanfront
- Yes
Waterview
- Ocean View
- Yes
Floor
- Tile
- Yes
Interior Features
- Split Bedroom
- Yes
Property Condition
- Updated/Remodeled
- Yes
Security
- Electric Gate
- Yes
Construction
- CBS
- Yes
Land Size
- 1/2 - Less Than 1 AC
- Yes
Furnished
- Furnished
- Yes
Terms
- Cash
- Yes
- Conventional
- Yes
Utilities
- Municipal Sewer
- Yes
Porch/Balcony
- Open Porch/Balcony
- Yes
Exterior Features
- Fencing
- Yes
- Sandy Beach
- Yes
Pool Info
- In Ground
- Yes
Pre-Wired
- Cable
- Yes
Roof
- Metal Roof
- Yes
Shutters
- Accordion
- Yes
Property Features
Fee Includes:
Other
Tax Exemptions:
None
Waterfront:
Oceanfront
Waterview:
Ocean View
Dockage:
None
Property Condition:
Updated/Remodeled
Furnished:
Furnished
Cooling:
Ceiling Fans(s); Central Air
Utilities:
Municipal Sewer
Interior Features:
Split Bedroom
Pre-Wired:
Cable
Appliances:
Dishwasher; Dryer; Microwave; Range; Refrigerator; Washer
Exterior Features:
Fencing; Sandy Beach
Pool Info:
In Ground
Construction:
CBS
Shutters:
Accordion
Floor:
Tile
Roof:
Metal Roof
Security:
Electric Gate
Land Size:
1/2 - Less Than 1 AC
Terms:
Cash; Conventional
Listing Office:
Luxe Properties, LLC.
Last Updated: August - 06 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
