83407 Old Highway, Upper Matecumbe Key Islamorada, FL 33036

$6,750,000

Virtual Tour

https://bcove.video/4fFHKFX

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

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, privacy, and breathtaking views.

More Information MLS# 619150

Contract Information

Listing Board: Florida Keys As is Rght to Inspct: Yes Species List: Yes Current Price: $6,750,000 Listing Date: 2026-03-21 List Price: $6,750,000

Location, Tax & Legal

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 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

General Property Description

Realtor.COM Type: Residential - Single Family Waterfront: Yes Control Depth: 1 Lot Size: X Lot SqFt: 28749 Pool: Yes Lot Sqft Source: Property Data Card Total Units: 0 Acres: 0.57 SqFt Source: Seller Rentals Allowed: Yes Min Rental Days: 7 Style: Single Family Year Built: 1992 Living Apx SqFt: 4566 Total Bedrooms: 6 Full Baths: 5 Total Baths: 5

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.

Association Info

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

License Info

Transient Rntl Licns: Yes

Fee Includes

None: 1

Dockage

None: 1

Tax Exemptions

None: 1

Appliances

Dishwasher: 1 Disposal: 1 Dryer: 1 Microwave: 1 Oven: 1 Range: 1 Refrigerator: 1 Stainless Steel Appliance(s): 1 Washer: 1

Pets

Pets Allowed: 1

Cooling

Ceiling Fans(s): 1 Central Air: 1 Ductless: 1

Heating

Central: 1 Ductless: 1

Waterfront

Oceanfront: 1

Waterview

Ocean View: 1

Floor

Tile: 1

Neighborhood Feature

Beach: 1 Bike Paths: 1 Community Boat Ramp: 1 Community Pool: 1 Tennis Courts: 1

Interior Features

Drapes/Blinds Incl: 1 Entrance Foyer: 1 Quartz Countertops: 1 Storage: 1 Window Treatments: 1

Property Condition

Updated/Remodeled: 1

Specialty Rooms

Laundry Room: 1

Building Style

Above Flood: Yes Stories: 3 Stories

Windows/Doors

Impact Rstnce Doors: 1 Impact Rstnce Window: 1

Vehicle Storage

Open Parking: 1

Construction

CBS: 1

Land Size

1/2 - Less Than 1 AC: 1

Furnished

Negotiable: 1

Utilities

FKAA: 1 Municipal Sewer: 1

Porch/Balcony

Deck: 1 Open Porch/Balcony: 1

Title

Title Ins - Buyer: 1

Exterior Features

Chickee Hut: 1 Fencing: 1 Privacy Wall/Fence: 1 Sandy Beach: 1 Storage: 1

Pool Info

In Ground: 1 Salt Water: 1 Decked: 1

Roof

Metal Roof: 1

Accessibility Feat

None: 1

GF-Interior Features

Tankless Hot Wtr Htr: 1

Status Change Info

Status: Active

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.

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