How do I schedule a tour of 81486 Overseas Highway, Islamorada, FL 33036?

Use the Tour button on this listing to request a showing of 81486 Overseas Highway, Islamorada, FL 33036. Pick a day and time and choose an in-person or video-chat tour, and a Pure Equity agent will confirm your visit, often the same day.

Is 81486 Overseas Highway, Islamorada, FL 33036 still available?

81486 Overseas Highway, Islamorada, FL 33036 is currently listed as Active, and has been on the market 114 days. Status updates directly from the MLS as homes go under contract, so ask us to confirm availability before you plan a visit.

How much is the monthly payment for 81486 Overseas Highway, Islamorada, FL 33036?

With 20% down ($4,500,000) on the $22,500,000 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 81486 Overseas Highway, Islamorada, FL 33036 is about $118,247/mo, before property taxes, insurance. Use the payment estimate on this page to adjust the down payment and rate.

How do I get pre-approved to buy 81486 Overseas Highway, Islamorada, FL 33036?

Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 81486 Overseas Highway, Islamorada, FL 33036. Contact Pure Equity and we'll connect you with a trusted local lender to review your financing options, no obligation.

Can I negotiate the price of 81486 Overseas Highway, Islamorada, FL 33036?

Often, yes. The right offer on 81486 Overseas Highway, Islamorada, FL 33036 depends on how it's priced against comparable single family sales in Islamorada, how long it's been listed, and how motivated the seller is. Pure Equity will run the comps and help you craft a competitive, well-supported offer.

Active

114 Days on Market

1 / 30

All Listings

$22,500,000

81486 Overseas Highway

Islamorada, FL 33036

Upper Matecumbe

Explore the area: Monroe County real estate

Price Check

How this price compares

List price: $22,500,000
Price per sq ft: N/A
Original price: Unchanged
Days on market: 114

This 7-bedroom single-family home is listed at $22,500,000. It has been on the market for 114 days.

Bedrooms

Bathrooms

Living Sq Ft

2026

Year Built

Estimated monthly payment

$118,247 /mo

Principal and interest only, based on $4,500,000 down (20%), a 6.875% 30-year fixed rate. Property taxes, homeowners insurance are not included.

Customize this estimate

Listing Snapshot

Price: $22,500,000
Days on Site: 114 Days
Bedrooms: 7
Total Baths: 9
Full Baths: 7
Partial Baths: 2
Year Built: 2026
Property Type: Single Family
MLS #: A11962802
Property Tax: $13,278 (2025)
Subdivision: Upper Matecumbe
County: Monroe
Status: Active
Special Conditions: Listed As Is

About This Property

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. A private floating dock offers unimpeded views of Florida Bay. Located in the heart of Islamorada, this property offers rare walkability to some of the village's most recognizable attractions. This location allows you unparalleled access to the best of Islamorada's dining, entertainment, and waterfront lifestyle. Isla House represents a rare opportunity to own one of Islamorada's most unrivaled, captivating, and serene waterfront estates—a sanctuary of elegance, craftsmanship, and timeless island charm.

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General Features

Property Type: Single Family
Status: Active
Year Built: 2026
Property Condition: Resale
Number of Stories: 2
Levels: Two
Garage Spaces: 3
Parking: Covered / Driveway
Direction Faces: West
Sewer: Public Sewer
Water Source: Public
Zoning: NR

Interior Features

Cooling: Central Air
Heating: Other
Flooring: Tile
Interior Features: Elevator / Upper Level Primary / Walk In Closets

Exterior Features

Construction: Block
Roof: Metal
Exterior Features: Balcony / Outdoor Living Area
Private Pool: Yes
Pool Features: Above Ground / Concrete
Patio & Porch: Open / Patio / Porch / Balcony
Lot Features: Five To Ten Acres
Waterfront Features: Bayfront / None
Frontage: Waterfront
Frontage Length: 500.00 ft
View: Bay / Water

Community & HOA

Association Amenities: None
Financing Terms: Cash / Conventional
Restrictions: Ok To Lease / Rental Restriction
MLS Area: 2980

About the Area

Islamorada

View Islamorada Real Estate →

Homes for Sale: 57
Median List Price: $3,350,000
Median $/Sq Ft: $1,192
Avg Days on Market: 140

View all 57 homes for sale in Islamorada →

Frequently Asked Questions

How do I schedule a tour of 81486 Overseas Highway, Islamorada, FL 33036?: Use the Tour button on this listing to request a showing of 81486 Overseas Highway, Islamorada, FL 33036. Pick a day and time and choose an in-person or video-chat tour, and a Pure Equity agent will confirm your visit, often the same day.
Is 81486 Overseas Highway, Islamorada, FL 33036 still available?: 81486 Overseas Highway, Islamorada, FL 33036 is currently listed as Active, and has been on the market 114 days. Status updates directly from the MLS as homes go under contract, so ask us to confirm availability before you plan a visit.
How much is the monthly payment for 81486 Overseas Highway, Islamorada, FL 33036?: With 20% down ($4,500,000) on the $22,500,000 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 81486 Overseas Highway, Islamorada, FL 33036 is about $118,247/mo, before property taxes, insurance. Use the payment estimate on this page to adjust the down payment and rate.
How do I get pre-approved to buy 81486 Overseas Highway, Islamorada, FL 33036?: Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 81486 Overseas Highway, Islamorada, FL 33036. Contact Pure Equity and we'll connect you with a trusted local lender to review your financing options, no obligation.
Can I negotiate the price of 81486 Overseas Highway, Islamorada, FL 33036?: Often, yes. The right offer on 81486 Overseas Highway, Islamorada, FL 33036 depends on how it's priced against comparable single family sales in Islamorada, how long it's been listed, and how motivated the seller is. Pure Equity will run the comps and help you craft a competitive, well-supported offer.

Listing courtesy of American Caribbean Real Estate

Listing information is provided by BeachesMLS, Inc.and is deemed reliable but not guaranteed accurate by the MLS or Pure Equity. Information is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. © 2026 BeachesMLS, Inc. Last updated June 25, 2026.

$22,500,000