82749 Old Highway, Upper Matecumbe Key Islamorada, FL 33036

$7,750,000
Property Type: Residential Bedrooms: 3 Baths: 3 Square Footage: 1,485 Lot Size (sq. ft.): 60,114 Status: Active
Current Price: $7,750,000 List Date: 9/17/2025 Last Modified: 11/21/2025

Description

Welcome to a one-of-a-kind oceanfront estate located along the iconic Old Highway in Islamorada — a rare offering with 200 feet of oceanfront shoreline, a private jetty with dockage, and breathtaking panoramic views of the Atlantic Ocean. This elegant coastal retreat blends indoor-outdoor living with an open floor plan and soaring vaulted tongue-and-groove ceilings that bring warmth and character to the airy living space. Floor to ceiling windows and doors lead to an expansive open terrace, where unobstructed ocean views take center stage and sea breezes invite total relaxation. Upstairs, you'll find two spacious bedrooms and two full baths, each thoughtfully designed for comfort and ease. A versatile bonus room opens to a covered lanai that leads directly to your own sandy beach — the perfect spot for morning coffee or sunset gatherings. The private jetty stretches 200 feet into the turquoise waters and offers dockage at the end, ideal for boating, fishing, or simply soaking in the serenity of the sea. Nestled within mature tropical landscaping, this estate offers a sense of seclusion while being just steps or a short bike ride from Islamorada's best — charming restaurants, local boutiques, and vibrant art galleries. Whether you're looking for a serene island escape or a place to entertain in style, this exceptional property captures the spirit of the Florida Keys with timeless charm and coastal elegance. Offered by appointment only — your piece of paradise awaits.

More Information MLS# 616520

Contract Information

Listing Board: Florida Keys Current Price: $7,750,000 Listing Date: 2025-09-16 List Price: $7,750,000

Location, Tax & Legal

City: ISLAMORADA Mile Marker: 83.2 Marathon Neighborhood: N/A Side: Ocean Flood Zone: VE,AE,VE,VE,AE,AE,AE Alternate Key #: 1496651 Parcel #: 00404380-000000 Zoning: RE - Residential Estate Deed Restrictions: Unknown Legal: Lengthy legal, please see documents tab Taxes: 6471.5 Tax Year: 2024 Pub Sewer HkUp: Yes Street #: 82749 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: 4 Lot Size: approx. 200 on waterfront, 400 deep plus baybottom Lot SqFt: 60114 Pool: No Lot Sqft Source: Property Data Card Total Units: 1 Acres: 1.38 SqFt Source: Property Data Card Rentals Allowed: With Restrictions Min Rental Days: 7 Style: Single Family Year Built: 1978 Living Apx SqFt: 1485 Total Bedrooms: 3 Full Baths: 3 Total Baths: 3

Remarks & Misc

Remarks – Consumer: Welcome to a one-of-a-kind oceanfront estate located along the iconic Old Highway in Islamorada — a rare offering with 200 feet of oceanfront shoreline, a private jetty with dockage, and breathtaking panoramic views of the Atlantic Ocean. This elegant coastal retreat blends indoor-outdoor living with an open floor plan and soaring vaulted tongue-and-groove ceilings that bring warmth and character to the airy living space. Floor to ceiling windows and doors lead to an expansive open terrace, where unobstructed ocean views take center stage and sea breezes invite total relaxation. Upstairs, you'll find two spacious bedrooms and two full baths, each thoughtfully designed for comfort and ease. A versatile bonus room opens to a covered lanai that leads directly to your own sandy beach — the perfect spot for morning coffee or sunset gatherings. The private jetty stretches 200 feet into the turquoise waters and offers dockage at the end, ideal for boating, fishing, or simply soaking in the serenity of the sea. Nestled within mature tropical landscaping, this estate offers a sense of seclusion while being just steps or a short bike ride from Islamorada's best — charming restaurants, local boutiques, and vibrant art galleries. Whether you're looking for a serene island escape or a place to entertain in style, this exceptional property captures the spirit of the Florida Keys with timeless charm and coastal elegance. Offered by appointment only — your piece of paradise awaits.

Association Info

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

Fee Includes

None: 1

Dockage

Dock: Wood

Tax Exemptions

Homestead: 1

Appliances

Dishwasher: 1 Dryer: 1 Microwave: 1 Oven: 1 Range: 1 Refrigerator: 1 Washer: 1

Pets

Pets Allowed: 1

Cooling

Ceiling Fans(s): 1 Central Air: 1

Heating

Central: 1 Electric: 1

Waterfront

Oceanfront: 1 Open Water: 1

Waterview

Ocean View: 1 Open Water View: 1

Floor

Tile: 1 Wood: 1 Other: 1

Interior Features

Built-in Cabinets: 1 Cathedral Ceilings: 1 Drapes/Blinds Incl: 1 Entrance Foyer: 1 Pantry: 1 Split Bedroom: 1 Storage: 1

Specialty Rooms

Laundry Room: 1 Workshop: 1

Building Style

Above Flood: No Stories: 2 Stories

Windows/Doors

Impact Rstnce Doors: 1 Impact Rstnce Window: 1

Vehicle Storage

Car(s): 4+ Garage: 1 Guest Parking: 1 Open Parking: 1 RV Parking Open: 1 Off Street Parking: 1

Construction

CBS: 1 Hardi Board Siding: 1

Land Size

1 Less Than 2 Acres: 1

Furnished

Unfurnished: 1

Terms

No Seller Finance: 1

Utilities

Buyer to Verify: 1 Cable Available: 1 Elect Separate Meter: 1 FKAA: 1 Municipal Sewer: 1

Porch/Balcony

Deck: 1 Open Porch/Balcony: 1

Title

Title Ins - Buyer: 1

Exterior Features

Fencing: 1 Hot Tub: 1 Lanai: 1 Sandy Beach: 1 Storage: 1

Pre-Wired

Cable: 1

Roof

Metal Roof: 1

Status Change Info

Status: Active

Property Features

Fee Includes: None Tax Exemptions: Homestead Waterfront: Oceanfront; Open Water Waterview: Ocean View; Open Water View Vehicle Storage: Garage; Guest Parking; Off Street Parking; Open Parking; RV Parking Open Furnished: Unfurnished Cooling: Ceiling Fans(s); Central Air Heating: Central Utilities: Buyer to Verify; Cable Available; Elect Separate Meter; FKAA; Municipal Sewer Interior Features: Built-in Cabinets; Cathedral Ceilings; Drapes/Blinds Incl; Entrance Foyer; Pantry; Split Bedroom; Storage Pre-Wired: Cable Specialty Rooms: Laundry Room; Workshop Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Washer Exterior Features: Fencing; Hot Tub; Lanai; Sandy Beach; Storage Construction: CBS; Hardi Board Siding Floor: Tile; Wood; Other Roof: Metal Roof Pets: Pets Allowed Land Size: 1 Less Than 2 Acres Terms: No Seller Finance Title: Title Ins - Buyer
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: November - 21 - 2025
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