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74900 Overseas Highway, Islamorada, FL 33036
Active
84 Days on Market
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$3,900,000

74900 Overseas Highway

Islamorada, FL 33036

MATECUMBE SANDY BEACH

Explore the area: Monroe County real estate

How this price compares

List price
$3,900,000
Price per sq ft
N/A
Original price
$4,900,000
Days on market
84

This lot in Matecumbe Sandy Beach is listed at $3,900,000. The asking price has come down 20.4% from its original $4,900,000. It has been on the market for 84 days.

0
Bedrooms
0
Bathrooms
0
Living Sq Ft
N/A
Year Built

Estimated monthly payment

$20,496 /mo

Principal and interest only, based on $780,000 down (20%), a 6.875% 30-year fixed rate. Property taxes, homeowners insurance are not included.

Customize this estimate

Listing Snapshot

Price
$3,900,000
Days on Site
84 Days
Bedrooms
0
Total Baths
0
Lot Size
0.74 Acres
Property Type
Land
MLS #
A12046316
Property Tax
$7,204 (2024)
Subdivision
MATECUMBE SANDY BEACH
County
Monroe
Status
Active
Special Conditions
Build To Suit

About This Property

A truly once in a generation opportunity to build your dream estate in the heart of Islamorada's coveted Lower Matecumbe. This exceptional vacant homesite is one of the few remaining parcels of its size available in all of Islamorada, offering an incredibly rare combination of breathtaking ocean views and expansive wide canal views. Encompassing over 32,000 square feet, this extraordinary property provides the perfect canvas for a custom waterfront residence designed to capture spectacular sunrises, refreshing ocean breezes, and the unmatched beauty of the Florida Keys. Its unique setting offers the best of both worlds--open water vistas in the front and a wide canal in the rear, creating an unparalleled lifestyle for boating enthusiasts and those seeking privacy, space, and unforgettable scenery. Opportunities to acquire a property of this caliber have become increasingly scarce in Islamorada, where large vacant parcels are exceptionally limited. Whether you're envisioning a private family compound or a legacy waterfront estate, this one-of-a-kind offering represents a chance to create something truly extraordinary in one of the Florida Keys' most desirable destinations.

MLS media link

General Features

Property Type
Land
Status
Active
Direction Faces
East
Lot Size (Acres)
0.74
Zoning
is

Exterior Features

Waterfront
Yes
Waterfront Features
Canal Front / Creek / Ocean Front / Other
Frontage
Waterfront
Frontage Length
100.00 ft

Community & HOA

Financing Terms
Cash
MLS Area
5940 - Other Florida County

Schools

Elementary School
Plantation Key
Middle School
Plantation Key
High School
Coral Shores

Features & Amenities

Canal Front
Creek
Ocean Front
Other
Homes for Sale
2
Under Contract
0
Median List Price
$5,999,999
Median $/Sq Ft
$1,100
Avg Days on Market
122
View all 2 homes for sale in Matecumbe Sandy Beach →
How do I schedule a tour of 74900 Overseas Highway, Islamorada, FL 33036?
Use the Tour button on this listing to request a showing of 74900 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 74900 Overseas Highway, Islamorada, FL 33036 still available?
74900 Overseas Highway, Islamorada, FL 33036 is currently listed as Active, and has been on the market 84 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 74900 Overseas Highway, Islamorada, FL 33036?
With 20% down ($780,000) on the $3,900,000 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 74900 Overseas Highway, Islamorada, FL 33036 is about $20,496/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 74900 Overseas Highway, Islamorada, FL 33036?
Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 74900 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.
What schools serve 74900 Overseas Highway, Islamorada, FL 33036?
74900 Overseas Highway, Islamorada, FL 33036 is zoned for Plantation Key (elementary), Plantation Key (middle), Coral Shores (high). School assignments and boundaries can change year to year, so confirm current zoning with the local school district before you buy.
Can I negotiate the price of 74900 Overseas Highway, Islamorada, FL 33036?
Often, yes. The right offer on 74900 Overseas Highway, Islamorada, FL 33036 depends on how it's priced against comparable land 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 Pine River Realty, LLC.

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 July 3, 2026.

$3,900,000

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Listed by Alexander Javier Pinero, Pine River Realty, LLC.

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