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83407 Old Highway, Upper Matecumbe Key Islamorada, FL 33036

$6,750,000
Property Type: Residential Bedrooms: 6 Baths: 5 Square Footage: 4,566 Lot Size (sq. ft.): 28,749 Status: Active
Current Price: $6,750,000 List Date: 3/21/2026 Last Modified: 3/21/2026

Overview

Description

This breathtaking three-story beachfront estate offers the ultimate blend of resort-style living and refined comfort. Featuring six spacious bedrooms and five luxurious bathrooms, and three inviting living rooms, home is designed to accommodate both relaxation and entertainment with ease. Set in a serene cove with a pristine natural beach, the home showcases floor-to-ceiling windows that frame sweeping180-degree views. Every space is thoughtfully curated with elegant, coastal-inspired decor, creating an atmosphere that feels both sophisticated and personal. Located in downtown Islamorada in the Florida Keys, the property includes a private beach, a tranquil oceanfront pool, and a charming tiki hut perfect for shaded lounging. Outdoor living is elevated by a cozy firepit, offering an intimate setting for gatherings. As a vacation rental, this home presents a high-yield investment opportunity in a highly sought-after area. This home is a true masterpiece, offering unparalleled luxury, ...

Listing Details MLS# 619150

Location, Tax & Legal

Street #
83407
Street Name
Old
Street Suffix
Highway
Key/Island
Upper Matecumbe Key Islamorada
State/Province
FL
Zip Code
33036
County
Monroe
Subdivision
Russell Estates (83.2)
Area
23 - Upper Matecumbe
City
ISLAMORADA
Mile Marker
83.5
Marathon Neighborhood
N/A
Side
Ocean
Flood Zone
AE 7,8,9,10
Alternate Key #
1496324
Handicap Access
No
Parcel #
00404020000000
Zoning
TC - Tourist Commercial
Deed Restrictions
Unknown
Legal
27 63 37 The Russell Estates Pb2-14/15 Upper Matecumbe Adj Tracts 3-4 And Pt Bay Btm S Or364-215 Or376-109 Or467-9 Or681
Taxes
31796.02
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Florida Keys
As is Rght to Inspct
Yes
Species List
Yes

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
Yes
Pool
Yes
Year Built
1992
Lot SqFt
28749
Lot Sqft Source
Property Data Card
Acres
0.57
Living Apx SqFt
4566
SqFt Source
Seller
Total Bedrooms
6
Full Baths
5
Total Baths
5
Rentals Allowed
Yes
Min Rental Days
7
Total Units
0

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

License Info

Transient Rntl Licns
Yes

More Information

Building Style

Above Flood
Yes
Stories
3 Stories

Remarks & Misc

Remarks – Consumer
This breathtaking three-story beachfront estate offers the ultimate blend of resort-style living and refined comfort. Featuring six spacious bedrooms and five luxurious bathrooms, and three inviting living rooms, home is designed to accommodate both relaxation and entertainment with ease. Set in a serene cove with a pristine natural beach, the home showcases floor-to-ceiling windows that frame sweeping180-degree views. Every space is thoughtfully curated with elegant, coastal-inspired decor, creating an atmosphere that feels both sophisticated and personal. Located in downtown Islamorada in the Florida Keys, the property includes a private beach, a tranquil oceanfront pool, and a charming tiki hut perfect for shaded lounging. Outdoor living is elevated by a cozy firepit, offering an intimate setting for gatherings. As a vacation rental, this home presents a high-yield investment opportunity in a highly sought-after area. This home is a true masterpiece, offering unparalleled luxury, privacy, and breathtaking views.
Directions
Upper Matecumbe Key, oceanside, gated.

Fee Includes

None
Yes

Dockage

None
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Disposal
Yes
Dryer
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Washer
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes
Ductless
Yes

Heating

Central
Yes
Ductless
Yes

Waterfront

Oceanfront
Yes

Waterview

Ocean View
Yes

Floor

Tile
Yes

Neighborhood Feature

Beach
Yes
Bike Paths
Yes
Community Boat Ramp
Yes
Community Pool
Yes
Tennis Courts
Yes

Interior Features

Drapes/Blinds Incl
Yes
Entrance Foyer
Yes
Quartz Countertops
Yes
Storage
Yes
Window Treatments
Yes

Property Condition

Updated/Remodeled
Yes

Specialty Rooms

Laundry Room
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Vehicle Storage

Open Parking
Yes

Construction

CBS
Yes

Land Size

1/2 - Less Than 1 AC
Yes

Furnished

Negotiable
Yes

Utilities

FKAA
Yes
Municipal Sewer
Yes

Porch/Balcony

Deck
Yes
Open Porch/Balcony
Yes

Title

Title Ins - Buyer
Yes

Exterior Features

Chickee Hut
Yes
Fencing
Yes
Privacy Wall/Fence
Yes
Sandy Beach
Yes
Storage
Yes

Pool Info

In Ground
Yes
Salt Water
Yes
Decked
Yes

Roof

Metal Roof
Yes

Accessibility Feat

None
Yes

GF-Interior Features

Tankless Hot Wtr Htr
Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Oceanfront Waterview: Ocean View Dockage: None Property Condition: Updated/Remodeled Vehicle Storage: Open Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air; Ductless Heating: Central; Ductless Utilities: FKAA; Municipal Sewer Interior Features: Drapes/Blinds Incl; Entrance Foyer; Quartz Countertops; Storage; Window Treatments Specialty Rooms: Laundry Room Appliances: Dishwasher; Disposal; Dryer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Chickee Hut; Fencing; Privacy Wall/Fence; Sandy Beach; Storage Accessibility Feat: None Pool Info: In Ground; Salt Water; Decked Construction: CBS Floor: Tile Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Beach; Bike Paths; Community Boat Ramp; Community Pool; Tennis Courts Land Size: 1/2 - Less Than 1 AC Title: Title Ins - Buyer GF-Interior Features: Tankless Hot Wtr Htr
Listing Office: Ocean Sotheby's International Realty
Last Updated: March - 21 - 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.