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$3,999,999

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 928 Sq. Ft.
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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.

Full Property Details for 77340 Overseas Hwy

General

  • Price: $3,999,999
  • Taxes: $17,789 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Regional
  • MLS ID: B26001957
  • Updated: 3/20/2026
  • Added to Site: 21 day(s) ago

Interior

  • Number of Rooms: 1
  • Interior Features: Bedroom on Main Level, Entrance Foyer, Eat-in Kitchen, Main Level Primary, Separate Shower
  • Appliances: Electric Range, Microwave, Refrigerator
  • Furnishings: Partially
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main Floor Baths: 1

Bedrooms

  • Total Bedrooms: 2
  • Bedrooms Main: 1

Other Rooms

  • Laundry: Laundry Closet

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Other

Exterior

  • Exterior Features: Balcony, Barbecue, Lighting, Outdoor Living Area, Outdoor Shower, Other
  • Porch/Patio/Deck: Open, Patio, Balcony

Parking

  • Carports: Yes
  • Carport Spaces: 1
  • Covered Spaces: 1
  • Total Spaces: 1
  • Parking Features: Attached Carport, Boat, Covered, Carport, Driveway, Guest, RV Access/Parking, Unpaved

Location

  • County: Monroe
  • Subdivision: MATECUMBE OCEAN BAY SEC 2
  • Direction Faces: West

School Information

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

Community

  • Community Name: 5940 - Other Florida County

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air, Wall/Window Unit(s)
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Cable Available: Yes
  • Utility Description: Cable Available

Structural Information

  • Structure Type: House
  • Construction: Block
  • Roof: Fiberglass, Flat
  • Entry Floor Number: 1
  • Stories/Levels: 2
  • Building Size: 1922
  • Square Feet: 928
  • Sq. Ft. Source: Public Records
  • Living Area: 928 Sq. Ft.
  • Year Built: 1963
  • Property Condition: Updated/Remodeled

Lot Features

  • Property View: Bay, Ocean, Pool, Water
  • Lot Size (Acres): 0.79
  • Lot Size (Sq. Ft.): 34,412.4
  • Lot Dimensions: 34409
  • Lot Features: Oversized Lot
  • Zoning: RE
  • Fencing (Description): Partial

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Bayfront, Canal Access, Canal Front, Mangrove, No Fixed Bridges, Ocean Access
  • Water Front View: Bayfront, Canal Access, Canal Front, Mangrove, No Fixed Bridges, Ocean Access

Financial Considerations

  • Assessment Amount: $1,876,149
  • Tax Amount: $17,789.1
  • Tax Year: 2025
  • Terms: Cash, Conventional, FHA, VA Loan

Disclosures and Reports

  • Special Conditions: Standard, Listed As-Is
  • Legal Description: BK 5 LT 5 MATECUMBE OCEAN BAY SEC 2 PB2-98 LOWER MATECUMBE KEY
  • Property ID: 397200000000

Listed by Coldwell Banker Schmitt RE Co

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Listing agent

— 77340 Overseas Hwy —

  • Coldwell Banker Schmitt RE Co

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 77340 Overseas Hwy

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Plantation Key School
100 Lake Road, Tavernier, FL 33070
PK-812.1 mi
Coral Shores High School
89901 Old Highway, Tavernier, FL 33070
9-1212.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 77340 Overseas Hwy Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/14/2026
Listed
$3,999,999
90.48%
MLS
12/15/2022
Sold
$2,100,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 77340 Overseas Hwy

Year
Property Taxes
Change
Tax Assessment
Change
2024
$16,609
—
$1,876,149
7%
2024
$16,609
4%
$1,755,653
7%
2023
$15,920
68%
$1,639,652
86%
2021
$9,465
-1%
$879,916
-5%
2022
$9,514
1%
$924,671
-36%
2021
$9,465
-30%
$1,434,524
29%
2019
$13,473
7%
$1,115,225
10%
2018
$12,550
7%
$1,013,841
-33%
2017
$11,774
3%
$1,502,569
7%
2016
$11,481
5%
$1,400,335
84%
2015
$10,958
22%
$761,714
10%
2014
$9,018
12%
$692,468
10%
2013
$8,073
—
$629,517
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 77340 Overseas Hwy

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Coldwell Banker Schmitt RE Co

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77340 Overseas Highway, Islamorada, FL 33036 (MLS# B26001957) is a Single Family property with 2 bedrooms and 2 full bathrooms. 77340 Overseas Highway is currently listed for $3,999,999 and was received on March 14, 2026. Want to learn more about 77340 Overseas Highway? Do you have questions about finding other Single Family real estate for sale in Islamorada? You can browse all Islamorada real estate or contact a Coldwell Banker agent to request more information.

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