74049 Overseas Highway, Lower Matecumbe, FL 33036

New Listing

$3,850,000

Virtual Tour

https://www.zillow.com/view-imx/fd6384c4-b093-40ea-8178-9728687b8973?wl=true&setAttribution=mls&initialViewType=pano

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

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 rent ... (Read more)

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.

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