81486 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 (MLS# 618525)

81486 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036

$22,500,000

Property Type: Residential Bedrooms: 7 Baths: 9 Square Footage: 8,878 Lot Size (sq. ft.): 253,520 Status: Active

Current Price: $22,500,000 List Date: 2/07/2026 Last Modified: 4/23/2026

Overview

Description

Introducing Isla House. A truly exceptional waterfront estate in the heart of downtown Islamorada, which exemplifies the serene beauty and elegance of Keys living. Set on a 5.82 acre double lot, Isla House overlooks 500+ feet of pristine Florida Bay waterfront. New custom construction melds traditional Caribbean architecture with clean modern aesthetics. The over 8,800 square feet of air conditioned living space is thoughtfully designed with bright open interiors which blend sophistication and comfort while framing breathtaking views of Florida Bay. You enter a sunlit two-story foyer leading you upstairs to a bespoke great room, encapsulating a dramatic vaulted wood ceiling, spacious living area, and a custom gourmet chef's kitchen. Floor to ceiling glass doors frame an unobstructed view of the spacious bay-view terrace, which features a 50 foot elevated infinity edge swimming pool and outdoor kitchen with bar. On the upstairs level you will also find a serene primary suite, five gener ... (Read more)

Listing Details MLS# 618525

Location, Tax & Legal

Street #: 81486
Street Name: Overseas
Street Suffix: Highway
Key/Island: Upper Matecumbe Key Islamorada
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Misc Upper Matacumbe (82.0)
Area: 23 - Upper Matecumbe

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: 4
Pool: Yes
Year Built: 2026
Total Units: Yes
Lot SqFt: 253520
Lot Sqft Source: Tax Records
Acres: 5.82
Living Apx SqFt: 8878
SqFt Source: Builder/Architect
Total Bedrooms: 7
Full Baths: 7
Half Baths: 2
Total Baths: 9
Rentals Allowed: With Restrictions
Min Rental Days: 28

Association Info

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

Building Style

Above Flood: Yes
# Stories: 2 Stories

More Information

Vehicle Storage

Car(s): 4+

Specialty Rooms

Guest/Servant Qtrs: Legal

Pool Info

Dimensions: 50' Long

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Bay Front Waterview: Bay/Gulf View Dockage: None Property Condition: New Construction Vehicle Storage: Garage; Carport; Covered Parking; Guest Parking; RV Parking Open; Trailer Storage Furnished: Unfurnished Cooling: Central Air Heating: Central Utilities: Buyer to Verify; Cistern; Elect Separate Meter; FKAA Interior Features: Elevator; Storage; Walk-in Closet(s) Specialty Rooms: Laundry Room; Media Room Appliances: No Appliances Exterior Features: Outdoor Kitchen; Rain Gutters; Storage Accessibility Feat: Accessible Elevator Installed Pool Info: Above Ground; Lap; Concrete; Decked Construction: CBS; Concrete Floor: Tile Roof: Metal Roof Pets: Pets Allowed Land Size: 5 Less Than 10 Acres Terms: Cash Title: Title Ins - Buyer

Listing Office: American Caribbean Real Estate, Christie's International Real Estate

Last Updated: April - 23 - 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.