Premier Brokers International
74900 Overseas Highway, Islamorada, FL 33036
ActiveMLS listing sourceMIAMI REALTORS® MLS
ActiveMLS® A12046316
$3,900,000

74900 Overseas Highway, Islamorada, FL 33036

Beds
—
Baths
0
Sqft
—
Est. payment$22,787/mo
Home type
Unimproved Land
Year built
—
Lot size
32,234 sqft
Price / sqft
—
HOA
$0/mo
Community
MATECUMBE SANDY BEACH

Property description

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.

Listing activity

Days on market
84
Listed
Jul 1, 2026
MLS listing updated
Jul 28, 2026
Feed last checked
13 minutes ago

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

Map

Map location is based on MLS-supplied coordinates. Verify the location before relying on it.

Facts & features

Interior

Bedrooms & bathrooms

Bathrooms
0
Bathrooms (decimal)
0
Property

Exterior

Other structures
None
Waterfront
Other, Canal Front, Creek, Ocean
Waterfront property
Yes

Lot

Lot size
32,234 sqft
Lot size (acres)
0.74 acres
Lot dimensions
32450
Lot features
Build to Suit
Zoning
is
Construction

Type & style

Home type
Unimproved Land

Materials

Faces
East
Utilities & green energy

Not reported by the listing source.

Community & HOA

Community

Subdivision
MATECUMBE SANDY BEACH
MLS area
5940 - Other Florida County
MLS subarea
Other

Association

Estimated monthly dues
$0
Lease details

Not reported by the listing source.

Location

Area details

City
Islamorada
County
Monroe
ZIP code
33036
Manufactured home details

Not reported by the listing source.

Financial & listing details

Listing

MLS number
A12046316
Possession
Negotiable
Original list price
$4,900,000
Parcel number
00393970000000
Annual property tax
$7,204
Tax year
2024
Tax legal description
BK 2 LT 6 MATECUMBE SANDY BEACH LOWER MATCMBE KEY PB3-127 OR496-41 OR793-1527 OR794-1461 OR831-652 OR2172-2043 OR2569-53/55 OR2721-685/86
Additional MLS details

Reported by the listing source

Bathrooms Total Decimal
0
Bathrooms Total Integer
0
County Or Parish
Monroe
Days On Market
84
Direction Faces
East
Elementary School
Plantation Key
High School
Coral Shores
List Price
3900000
Listing Contract Date
2026-07-01
Lot Size Acres
0.74
Lot Size Dimensions
32450
MLSArea Major
5940 - Other Florida County
MLSArea Minor
Other
Middle Or Junior School
Plantation Key
Mls Status
Active
On Market Date
2026-07-01
Photos Count
11
Postal Code
33036
Price Change Timestamp
2026-07-28T20:28:31Z
Property Sub Type
Unimproved Land
Property Type
Land & Docks
Standard Status
Active
State Or Province
FL
Status Change Timestamp
2026-07-01T04:00:00Z
Subdivision Name
MATECUMBE SANDY BEACH
Waterfront Features
Other, Canal Front, Creek, Ocean
Tax Annual Amount
7204

Market value

Automated estimate—No licensed valuation source connected
Estimated sales range—Ask Karim for a local market analysis
Estimated rent—No licensed rental valuation source connected

Price history

DateEventPrice
Jul 1, 2026ListedMIAMI REALTORS® MLS$4,900,000
Jul 28, 2026Price reducedMIAMI REALTORS® MLS$3,900,000

Public tax history

YearProperty taxesAssessment
2024$7,204—

Payment calculator

Estimated monthly payment$22,787/moIllustrative estimate, not a loan offer.
Principal & interest
$20,236
Property taxes
$600
Insurance
$1,950
Association dues
$0

Live national rate context is displayed below through Mortgage News Daily’s official widget. The calculator rate remains a separate assumption until licensed machine-readable access is connected. This is not a loan offer.

Neighborhood

Area

MATECUMBE SANDY BEACH

Islamorada · Monroe County · 33036

Climate risk

—

No licensed climate-risk source is connected.

Nearby schools

Plantation KeyElementary
—
Plantation KeyMiddle
—
Coral ShoresHigh
—
School names and districts are MLS-reported when available. Verify attendance boundaries with the school district. Ratings require a licensed ratings provider.

Nearby homes

12 homes

Similar homes

3 homes
MLS listing source

MIAMI REALTORS® MLS · Listing courtesy of Pine River Realty, LLC.. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright ©2026 BeachesMLS, Inc. IDX information is provided exclusively for consumers’ personal, non-commercial use and may be used only to identify prospective properties they may be interested in purchasing or leasing. Terms of use · Equal Housing Opportunity.