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81300 Old Highway, Upper Matecumbe Key Islamorada, FL 33036

$6,000,000
Property Type: Residential Bedrooms: 4 Baths: 3 Square Footage: 3,138 Lot Size (sq. ft.): 70,250 Status: Closed
Current Price: $6,000,000 List Date: 3/24/2025 Last Modified: 5/30/2025

Description

Situated on 1.61 acres of prime oceanfront property in downtown Islamorada, this iconic estate offers unparalleled waterfront living, combining unique charm with exceptional character. This estate blends privacy, tranquility, and breathtaking views of the sparkling waters of the Florida Keys. The main residence, built in 1948, offers four bedrooms and three bathrooms, preserving its timeless elegance while providing modern comforts. Next to the main home is a charming guest/caretaker cottage, complete with three bedrooms and two baths, offering both convenience and comfort. A winding Chicago brick driveway and electric gate provide a sense of exclusivity, while lush landscaping, including tropical plants and fruit trees, create an oasis for relaxation and enjoyment. An incredible sandy beach and dock enhances the property's serene and private retreat-like atmosphere.

More Information MLS# 614329

Contract Information

Current Price: $6,000,000 Listing Date: 2025-03-24 Listing Board: Florida Keys Sold Price: $6,000,000 As is Rght to Inspct: Yes Species List: Yes

Location Tax Legal

Street #: 81300 Street Name: Old Street Suffix: Highway Key/Island: Upper Matecumbe Key Islamorada State/Province: FL Zip Code: 33036 County: Monroe Subdivision: Green Turtle Beach (81.0) Area: 23 - Upper Matecumbe

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: Yes Control Depth: 3 Pool: No Year Built: 1948 Total Units: 2 Lot SqFt: 70250 Lot Sqft Source: Property Data Card Acres: 1.61 Living Apx SqFt: 3138 SqFt Source: Property Data Card Total Bedrooms: 4 Full Baths: 3 Total Baths: 3 Rentals Allowed: Yes Min Rental Days: 7

Status Change Info

Sold Date: 2025-05-29 Sold Price: $6,000,000 Sold Comments: Also included in the sale 101 Ocean Terrace. Status: Closed

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Dockage

Dock: Wood

Building Style

Above Flood: Unknown Stories: 2 Stories

Specialty Rooms

Guest/Servant Qtrs: Legal

Property Features

Fee Includes: None Tax Exemptions: Homestead Waterfront: Oceanfront Waterview: Ocean View; Open Water View Vehicle Storage: Off Street Parking Furnished: Partially Cooling: Central Air; Ductless Heating: Fireplace(s) Utilities: Elect Separate Meter; FKAA; Municipal Sewer Interior Features: Dade County Pine; Entrance Foyer; Fireplace(s) Specialty Rooms: Sun/Florida Room Appliances: More Appliances; Refrigerator Exterior Features: Chickee Hut; Fencing; Fruit Tree(s); Sandy Beach; Shed Construction: CBS; Concrete Floor: Carpet; Tile Roof: Metal Roof Pets: Pets Allowed Security: Electric Gate Land Size: 1 Less Than 2 Acres Title: Title Ins - Buyer
Listing Office: Ocean Sotheby's International Realty
Last Updated: May - 30 - 2025
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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