77340 Overseas Highway Islamorada, FL $ 3,999,999
77340 Overseas Highway
$ 3,999,999
Share Save

77340 Overseas Highway

Islamorada, FL, 33036
$ 3,999,999
Bedrooms2 Baths2.0 Sq 928

Monthly Estimate*

$ 24,629

77340 Overseas Highway, Islamorada, FL 33036 - Image 1
77340 Overseas Highway, Islamorada, FL 33036 - Image 2
77340 Overseas Highway, Islamorada, FL 33036 - Image 3
77340 Overseas Highway, Islamorada, FL 33036 - Image 4
77340 Overseas Highway, Islamorada, FL 33036 - Image 5
77340 Overseas Highway, Islamorada, FL 33036 - Image 6
77340 Overseas Highway, Islamorada, FL 33036 - Image 7
77340 Overseas Highway, Islamorada, FL 33036 - Image 8
77340 Overseas Highway, Islamorada, FL 33036 - Image 9
77340 Overseas Highway, Islamorada, FL 33036 - Image 10
77340 Overseas Highway, Islamorada, FL 33036 - Image 11
77340 Overseas Highway, Islamorada, FL 33036 - Image 12
77340 Overseas Highway, Islamorada, FL 33036 - Image 13
77340 Overseas Highway, Islamorada, FL 33036 - Image 14
77340 Overseas Highway, Islamorada, FL 33036 - Image 15
77340 Overseas Highway, Islamorada, FL 33036 - Image 16
77340 Overseas Highway, Islamorada, FL 33036 - Image 17
77340 Overseas Highway, Islamorada, FL 33036 - Image 18
77340 Overseas Highway, Islamorada, FL 33036 - Image 19
77340 Overseas Highway, Islamorada, FL 33036 - Image 20
77340 Overseas Highway, Islamorada, FL 33036 - Image 21
77340 Overseas Highway, Islamorada, FL 33036 - Image 22
77340 Overseas Highway, Islamorada, FL 33036 - Image 23
77340 Overseas Highway, Islamorada, FL 33036 - Image 24
77340 Overseas Highway, Islamorada, FL 33036 - Image 25
77340 Overseas Highway, Islamorada, FL 33036 - Image 26
View a Virtual Tour

Single Family Home for sale in Islamorada, FL

for $3,999,999 with 2 bedrooms and 2 full baths. This 928 square foot home was built in 1963 on a lot size of 0.79.

Estate Opportunity - Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate. The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage, and generous waterfront dockage--all while maintaining privacy rarely achieved in the Keys. Positioned on a deep basin, the property provides protected dockage while being only seconds from Florida Bay and minutes under the bridge to the Atlantic Ocean, placing world-class backcountry and offshore fishing within immediate reach. The 2/2 pool home is updated and ready for refined living.

See more

Single Family Active

Price

$ 3,999,999

Bedrooms

2

Full Bath

2

Property Type

Single Family

Taxes

$ 17,789

Style

Lot Size

0.79

Year Built

1963

Town/City

Islamorada

County/Region

Monroe

MLS | Web ID

B26001957

Features
General
Sewer Public Sewer
Heating Electric
Cooling Central Air Wall/Window Unit(s)
Utilities Cable Available
Possession Close Of Escrow Negotiable
Roof Fiberglass Flat
Appliances Electric Range Microwave Refrigerator
Patio/Porch Features Open Patio Balcony
Pool Features Other
Construction Materials Block
Pets Allowed No Pet Restrictions Yes
Year Built 1963
Electric 100 Amp Service
View Bay Ocean Pool Water
Stories Count 2
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Waterfront Features Bayfront Canal Access Canal Front Mangrove No Fixed Bridges Ocean Access
Accessibility None
County Monroe
New Construction false
Property Type Residential
Subdivision Name MATECUMBE OCEAN BAY SEC 2
Facing Direction West
Garage Y/N false
Full Baths 2
Status Active
High School Coral Shores
City Islamorada
Senior Community Y/N false
MLS Area 5940 - Other Florida County
Carport Spaces 1
Carport Y/N true
Elementary School Plantation Key
Tax Annual Amount 17789.1
Middle/Junior High School Plantation Key
Property Condition Updated/Remodeled
Virtual Tour https://tours.keyspropertyvisuals.com/cvtnb/362195
Standard Status Active
Occupancy Type Vacant
Property Sub Type Additional Single Family Residence
Legal Description BK 5 LT 5 MATECUMBE OCEAN BAY SEC 2 PB2-98 LOWER MATECUMBE KEY
See more
Interior
Interior Amenities Bedroom on Main Level Entrance Foyer Eat-in Kitchen Main Level Primary Separate Shower
Flooring Tile
Furnished Y/N Partially
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 0
Laundry Features Laundry Closet
Total Bedrooms 2
Entry Level 1
Main Level Bedrooms 1
Main Level Bathrooms 1
Total Baths 2
See more
Exterior
Exterior Amenities Balcony Barbecue Lighting Outdoor Living Area Outdoor Shower Other
Fencing Partial
Parking Features Attached Carport Boat Covered Carport Driveway Guest RV Access/Parking Unpaved
Lot Features Oversized Lot
Water Source Public
Total Parking 1
Lot Size Area 34409
Building Area Total 1922
Lot Dimensions 34409
Lot Size Acres 0.79
Frontage Length 79.00
Frontage Type Waterfront
Waterfront Y/N true
Covered Spaces 1
See more
* Excluded Features
List By
Elizabeth Jolin

Listing Agent

Affordability Calculator

$26,111
Per Month
94%
6%
0%
Monthly Principal & Interest
$24,629
Monthly Property Taxes
$1,482
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% 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.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
0 Middle School
Coral Shores High School High School
Pricing History
DatePricePrice ChangeDescription
3/14/2026$3,999,999 Listed Price

Map


See all

77340 Overseas Highway, Islamorada, FL, 33036 is a Single Family Home for sale at $3,999,999 with 928 sqft and a lot size of 0.79. 77340 Overseas Highway has 2 bedrooms, 2.0 baths, and was built in 1963. The property's zip code is 33036 which is in Islamorada, FL