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77340 Overseas Highway, Islamorada FL 33036

House For Sale
$3,999,999

BTC: 62.31536537

ETH: 2,268.93654917

100 days
Waterfront
2 bds
2 ba
928 sqft

Overview

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.

Location

Details

Type:
Residential
Parking:
Awning / Covered / Driveway / Guest / Rv/Boat Parking / Unpaved
Year Built:
1963
Lot:
0.79 Acres
Heating:
Electric
Price/sqft:
$4,310
Cooling:
Central Air / Wall/Window Unit(s)
HOA:
No Data

Valuation

Our model vs. what's actually selling nearby.
Estimate
$1,350,000
$575K – $1.9M
Confidence Low
List vs. estimate
$2.6M above estimate
List $3,999,999 · +196.3%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$4,310
+170.8% vs. city median $1,591
Based on
13 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$17,789
2025
Pool
Other
View
Bay, Direct Ocean
Waterfront
Canal Front, Canal Width 1-80 Feet
Parking
1 spaces
Furnished
Partially
Pets
Allowed
All facts and features
  • Flooring

    • Tile

    Heating

    • Electric

    Cooling

    • Central Air

    • Wall/Window Unit(s)

    Appliances

    • Microwave

    • Electric Range

    • Refrigerator

    Other interior features

    • Entrance Foyer

    • Other

    Bedrooms and bathrooms

    • Bedrooms: 2

    • Full bathrooms: 2

  • Parking

    • Awning

    • Covered

    • Driveway

    • Guest

    • Rv/Boat Parking

    • Unpaved

    Property

    • Levels: 2

    • Pool Private: Yes

    • Exterior Features: Barbeque / Exterior Lights / Open Balcony / Other / Outdoor Shower

    Lot

    • Lot: 0.79 Acres

    Other Property Information

    • Parcel Number: 00397200000000

    • Zoning: RE

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Cable Connected

    • Cable Available

  • Other financial information

    • Annual tax amount: $17,789

  • Source details

    • MLS ID: B26001957

    Other facts

    • Construction Materials: Concrete Block Construction / CBS Construction

    • Lot Features: 1/2 To Less Than 3/4 Acre Lot / Less Than 1 Acre / Oversized Lot

    • Patio And Porch Features: Open Balcony / Patio

    • Pool Features: Other

    • Window Features: Complete Impact Glass

    • Direction Faces: West

    • Other Structures: Livable

    • Architectural Style: Two Story

    • Waterfront: Yes

    • Attached Garage: Yes

    • Living Area: 928

    • Water Source: Public

    • Subdivision Name: MATECUMBE OCEAN BAY SEC 2

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75433 Overseas Hwy, Islamorada FL 33036

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The multiple listing information is provided by the Miami Association of REALTORS® from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Miami Association of REALTORS®. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: Coldwell Banker Schmitt RE Co