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77340 Overseas Highway, Islamorada, FL 33036

$3,999,999

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Property Description

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.

77340 Overseas Highway | MLS# B26001957

This single family home located at 77340 Overseas Highway, Islamorada, FL 33036 is currently listed for sale with an asking price of $3,999,999. This property was built in 1963 and has 2 bedrooms and 2 full baths with 1922 sq. ft. Overseas Highway is located in the MATECUMBE OCEAN BAY SEC 2 subdivision. Search MATECUMBE OCEAN BAY SEC 2 real estate on www.signwithsanford.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air, Wall/Window Unit(s)
Heating: Electric
Lot Size: 0.79 Acres
Roof Type: Fiberglass, Flat
Stories: 2.0
Taxes: $17,789
Year Built: 1963
Square Feet: 1,922

Amenities

Entrance Foyer
Barbecue
Lighting
Outdoor Shower
Other
Balcony

Feature Descriptions

Appliances: Electric Range, Microwave, Refrigerator
Balcony: Balcony - Open
Carport Spaces: 1
Days on Site: 39
Exterior: Block, CBS
Fencing: Partial
Flooring: Tile
Furnished: Partially
Laundry: Laundry Closet
Lot: Oversized Lot
Lot: Oversized Lot
Lot Dimensions: 34409
Parcel#: 00397200000000
Parking: Attached Carport, Covered, Driveway, Guest, RV Access/Parking, Unpaved, Carport, Boat Access/Parking
Parking Notes: Attached Carport, Covered, Driveway, Guest, RV Access/
Patio/Porch: Patio - Open, Patio
Pets Allowed: Yes, No Restrictions
Pool: Other
Restrictions: No Restrictions
Sewer: Public Sewer
Special View Info: Pool, Water, Bay, Direct Ocean
SQFT Living: 928
Structure Type: House
Swimming Pool: Yes
Total Rooms: 1
Utilities: Cable Available
Utilities: Cable Available
Water: Public
Water Frontage: 79
Waterfront Features: No Fixed Bridge, Ocean Access, Canal Front, Bayfront, Mangrove, Canal Width 1-80 Feet

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: Coldwell Banker Schmitt RE Co
Agency Phone: 305-743-5181

Shown By

Agent Name: The Sanford Group
Agent Phone: Cell: (904) 868-9651
Agency Title: Watson Realty Corp., REALTORS ®

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Estimate Your Payment

Estimated Payment

$ 22,875.26 per month $20,226.18 Principal & Interest $1,482.42 Property Tax $1,166.67 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/22/2026. The listing information on this page last changed on 04/22/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 04/22/2026 12:20:17 AM EST) or GAMLS (last updated Tue 04/21/2026 11:15:08 PM EST) or Stellar MLS (last updated Wed 04/22/2026 12:13:57 AM EST) or SPC MLS (last updated Tue 04/21/2026 11:27:49 PM EST) or Martin MLS (last updated Tue 04/21/2026 11:38:08 PM EST) or Indian River MLS (last updated Tue 04/21/2026 11:30:17 PM EST) or Daytona MLS (last updated Tue 04/21/2026 11:36:44 PM EST) or Northeast Florida MLS (last updated Wed 04/22/2026 12:18:50 AM EST) or Beaches MLS (last updated Wed 04/22/2026 12:16:22 AM EST) or BORMLS (last updated Tue 04/21/2026 11:15:16 PM EST) or Golden Isles MLS (last updated Tue 04/21/2026 11:26:32 PM EST) or Amelia/Nassau MLS (last updated Tue 04/21/2026 11:25:15 PM EST) or Dixie Gilchrist Levy MLS (last updated Tue 04/21/2026 11:42:14 PM EST) or NFLMLS (last updated Tue 04/21/2026 9:04:26 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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