Islamorada, FL

Not Disclosed
$ 22,500,000 Beds 7 Baths 8 Virtual Tour
Monthly Estimate* How much can I afford?

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 generous en-suite guest bedrooms, a powder room, and a large laundry room. The lower level offers a separate one bed en-suite with its own entrance and patio. A Media room with adjoining bathroom is the ideal flex space. A 1,600 square foot three car garage and a carport area completes the lower level. All told, there is nearly 25,000 square feet under roof cover. The estate's tropical grounds are designed to complement the home's architecture.

Active

  • Price
  • $ 22,500,000
  • City
  • Islamorada
  • Bedrooms
  • 7
  • Full Bathrooms
  • 7
  • County
  • Monroe
  • Half Bathrooms
  • 2
  • Area
  • 98 Florida Keys
  • Lot Size
  • Zip
  • 33036
  • Year Built
  • 2026
  • Taxes
  • $ 13278
  • Style
  • MLS#
  • A11962802
Listed By: This listing is courtesy of American Caribbean Real Estate
Data Source: Southeast Florida MLS (SEFMLS)

Features

General

Sewer Public Sewer
Heating Other
Cooling Central Air
Possession Closing & Funding
Roof Metal
Appliances None
Garage Spaces 3
Patio/Porch Features Balcony,Open,Patio,Porch
Architectural Style Detached,Two Story
Pool Features Above Ground,Concrete,Pool
Restrictions OK To Lease,Rental Restriction
Construction Materials Block
Year Built 2026
View Bay,Water
Stories Count 2
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Waterfront Features Bayfront
County Monroe
Property Type Residential
Subdivision Name Upper Matecumbe
Facing Direction West
Garage Y/N true
Full Baths 7
Special Listing Conditions Listed As-Is
Status Active
City Islamorada
Senior Community Y/N false
Zoning Description NR
MLS Area 98 Florida Keys
Lot Size Units Square Feet
Listing Terms Cash,Conventional
Year Built Details Resale
Tax Annual Amount 13278
MLS Area Minor Other Geographic Area (Out Of Area Only)
Lease Considered Y/N false
Standard Status Active
Occupancy Type Call Agent
Property Sub Type Additional Single Family Residence
PostalCity Islamorada
Legal Description 32 63 37 Island Of Upper Matecumbe & Subdivision Of Lots 3-4 Pb2-59 Upper Matecumbe Tr 2-3-6 & Adj Bay Btm (2.33Ac) Or3

Interior Features

Interior Amenities Second Floor Entry,Elevator,First Floor Entry,Upper Level Primary,Walk-In Closet(s)
Flooring Tile
Air Conditioning Y/N true
Half Baths 2
Total Bedrooms 7
Total Baths 9

Exterior Features

Exterior Amenities Balcony,Security/High Impact Doors,Porch,Patio
Parking Features Covered,Driveway
Lot Features 5-10 Acres
Water Source Public
Frontage Length 500
Private Pool true
Waterfront Y/N true
Covered Spaces 3

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Miami Beach, FL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

2/10/2026 Listed $22,500,000

Property vs Zip Code Average in 33036

Price
AVG $5.61M
$22.5M
Taxes
AVG $22,464
$13,278
Year Built
AVG 1995
2026

Areas That We Cover

Islamorada, FL is a Single Family Home for sale at $22500000 and a lot size of Acre(s). Islamorada has 7 bedrooms, 7 baths and was built in 2026. The property's zip code is 33036 which is in Islamorada, FL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.