74049 Overseas Highway, Islamorada, FL 33036 (MLS# A12064940)

74049 Overseas Highway, Islamorada, FL 33036

$3,850,000
Property Type: Residential Bedrooms: 4 Baths: 4 Square Footage: 5,054 Status: Active
Current Price: $3,850,000 List Date: 8/06/2026 Last Modified: 9/16/2026

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 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 ...

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  • Saturday, September 19, 12:00 pm - 3:00 pm

Listing Details MLS# A12064940

General Property Information

Property Sub Type
Single Family Residence
Bedrooms Total
4
Bathrooms Total
4
Bathrooms Full
4
Building Area Main
5054
Living Area Main
2596
Year Built
1970
Carport YN
Yes
Carport Spaces
Yes
Covered Spaces
Yes
Lot Size Area
21600
Lot Size Acres
0.5
Senior Community YN
No
Waterfront YN
Yes
Water Frontage Feet
30
Outdoor Living Spaces YN
Yes
Stories Total
2
Direction Faces
Northwest
Pool Private YN
Yes

Property Features

Dining Area: Family/Dining Combination Flooring: Tile Leasing Permitted Details: Okay To Lease With Restrictions Parking Features: Driveway Property Condition: Resale Appliances: Dishwasher; Dryer; Electric Range; Microwave; Refrigerator; Washer Construction Materials: CBS Cooling: Central Air Fencing: Fenced Heating: Central Levels: Two Listing Terms: Cash; Conventional Pool Features: In Ground Possession: Negotiable Restrictions: Lease Restrictions Roof: Metal Sewer: Public Sewer Special Information: Sold As-Is Tax Information: Tax Reflects No Exemptions View: Pool Water Access: Ocean Access; Other Water Source: Public Water View: Direct Ocean; Ocean Waterfront Features: Ocean Front Showing Requirements: 24 Hour Notice; Call Listing Agent Outdoor Living Spaces: Balcony; Patio Balcony Details: Balcony - Open Room Types: Garage Converted Acreage Description: 1/2 To Less Than 1 Acre Lot

Contract Information

Comp Sale YN
No
Original List Price
3850000
Occupant Type
Tenant

Location and Legal

Country
United States
County Or Parish
Monroe
County Parish Name
Monroe
Street Number
74049
Street Name
Overseas
Street Suffix
Highway
City Name
Islamorada
State Or Province
FL
Postal Code
33036
Postal Code +4
4203
Postal Zip
33036
Subdivision Name
LOWER MATECUMBE BEACH
Area
5940 - Other Florida County
Geographic Area
Other
Elementary School
Plantation Key
Middle Or Junior School
Plantation Key
High School
Coral Shores
Parcel Number
00389650000000
Zoning
SINGLE FAMILY RESID
Flood Zone
VE,AE

Financial Information

Membership Fee Required YN
No
Tax Annual Amount
24268
Tax Year
2025
Tax Legal Description
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 OR3275-1588

Status Change Information

Major Change Timestamp
2026-08-06T04:00:00Z
Major Change Type
New Listing
Status Change Date
2026-08-06

More Information

Leasing Permitted Details

Leasing Permitted YN
Yes

Price Calculations

Current Price To SqFt
1483.05

Section Details

Parcel Number MLX
1478

Originating Details

Originating System Key
540551817
Originating System ID
M00000151

Room Information

Room Name
Garage Converted
IDX
Listing Office: Luxe Properties
Last Updated: September - 16 - 2026
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