How do I schedule a tour of 77340 Overseas Highway, Islamorada, FL 33036?

Use the Tour button on this listing to request a showing of 77340 Overseas Highway, Islamorada, FL 33036. Pick a day and time and choose an in-person or video-chat tour, and a Pure Equity agent will confirm your visit, often the same day.

Is 77340 Overseas Highway, Islamorada, FL 33036 still available?

77340 Overseas Highway, Islamorada, FL 33036 is currently listed as Active, and has been on the market 209 days. Status updates directly from the MLS as homes go under contract, so ask us to confirm availability before you plan a visit.

How much is the monthly payment for 77340 Overseas Highway, Islamorada, FL 33036?

With 20% down ($800,000) on the $3,999,999 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 77340 Overseas Highway, Islamorada, FL 33036 is about $21,022/mo, before property taxes, insurance. Use the payment estimate on this page to adjust the down payment and rate.

How do I get pre-approved to buy 77340 Overseas Highway, Islamorada, FL 33036?

Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 77340 Overseas Highway, Islamorada, FL 33036. Contact Pure Equity and we'll connect you with a trusted local lender to review your financing options, no obligation.

What schools serve 77340 Overseas Highway, Islamorada, FL 33036?

77340 Overseas Highway, Islamorada, FL 33036 is zoned for Plantation Key (elementary), Plantation Key (middle), Coral Shores (high). School assignments and boundaries can change year to year, so confirm current zoning with the local school district before you buy.

Can I negotiate the price of 77340 Overseas Highway, Islamorada, FL 33036?

Often, yes. The right offer on 77340 Overseas Highway, Islamorada, FL 33036 depends on how it's priced against comparable single family sales in Islamorada, how long it's been listed, and how motivated the seller is. Pure Equity will run the comps and help you craft a competitive, well-supported offer.

Active

209 Days on Market

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$3,999,999

77340 Overseas Highway

Islamorada, FL 33036

MATECUMBE OCEAN BAY SEC 2

Explore the area: Monroe County real estate

Price Check

How this price compares

List price: $3,999,999
Price per sq ft: $4,310
Original price: Unchanged
Days on market: 209

This 2-bedroom single-family home is listed at $3,999,999, or $4,310 per square foot. It has been on the market for 209 days.

Bedrooms

Bathrooms

928

Living Sq Ft

1963

Year Built

Estimated monthly payment

$21,022 /mo

Principal and interest only, based on $800,000 down (20%), a 6.875% 30-year fixed rate. Property taxes, homeowners insurance are not included.

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Listing Snapshot

Price: $3,999,999
Days on Site: 209 Days
Bedrooms: 2
Total Baths: 2
Full Baths: 2
Partial Baths: 0
Living Area: 928 sqft
Total Sq Ft: 1,922 sqft
Lot Size: 0.79 Acres
Year Built: 1963
Property Type: Single Family
MLS #: B26001957
Property Tax: $17,789 (2025)
Subdivision: MATECUMBE OCEAN BAY SEC 2
County: Monroe
Status: Active
Special Conditions: Standard / Listed As Is

About This Property

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.

Virtual Tour

General Features

Property Type: Single Family
Status: Active
Year Built: 1963
Property Condition: Updated Remodeled
Number of Stories: 2
Levels: Two
Parking: Attached Carport / Boat / Covered / Carport / Driveway / Guest / Rv Access Parking / Unpaved
Direction Faces: West
Lot Size (Acres): 0.79
Living Sq Ft: 928
Total Sq Ft: 1,922
Structure Type: House
Sewer: Public Sewer
Water Source: Public
Zoning: RE

Interior Features

Appliances: Electric Range / Microwave / Refrigerator
Cooling: Central Air / Wall Window Units
Heating: Electric
Flooring: Tile
Interior Features: Bedroom On Main Level / Entrance Foyer / Eat In Kitchen / Main Level Primary / Separate Shower
Laundry: Laundry Closet
Main Level Bedrooms: 1
Main Level Baths: 1
Total Rooms: 1
Furnished: Partially

Exterior Features

Construction: CBS Concrete Block Structure / Block
Roof: Fiberglass / Flat
Exterior Features: Balcony / Barbecue / Lighting / Outdoor Living Area / Outdoor Shower / Other
Private Pool: Yes
Pool Features: Other
Patio & Porch: Open / Patio / Balcony
Lot Features: Oversized Lot
Waterfront: Yes
Waterfront Features: Bayfront / Canal Access / Canal Front / Mangrove / No Fixed Bridges / Ocean Access
Frontage: Waterfront
Frontage Length: 79.00 ft
View: Bay / Ocean / Pool / Water

Community & HOA

Utilities: Cable Available
Pets Allowed: No Pet Restrictions / Yes
Financing Terms: Cash / Conventional / FHA / Va Loan
Restrictions: No Restrictions
MLS Area: 5940 - Other Florida County

Schools

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

About the Area

Islamorada

View Islamorada Real Estate →

Homes for Sale: 41
Median List Price: $2,950,000
Median $/Sq Ft: $1,474
Avg Days on Market: 149

View all 41 homes for sale in Islamorada →

Frequently Asked Questions

How do I schedule a tour of 77340 Overseas Highway, Islamorada, FL 33036?: Use the Tour button on this listing to request a showing of 77340 Overseas Highway, Islamorada, FL 33036. Pick a day and time and choose an in-person or video-chat tour, and a Pure Equity agent will confirm your visit, often the same day.
Is 77340 Overseas Highway, Islamorada, FL 33036 still available?: 77340 Overseas Highway, Islamorada, FL 33036 is currently listed as Active, and has been on the market 209 days. Status updates directly from the MLS as homes go under contract, so ask us to confirm availability before you plan a visit.
How much is the monthly payment for 77340 Overseas Highway, Islamorada, FL 33036?: With 20% down ($800,000) on the $3,999,999 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 77340 Overseas Highway, Islamorada, FL 33036 is about $21,022/mo, before property taxes, insurance. Use the payment estimate on this page to adjust the down payment and rate.
How do I get pre-approved to buy 77340 Overseas Highway, Islamorada, FL 33036?: Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 77340 Overseas Highway, Islamorada, FL 33036. Contact Pure Equity and we'll connect you with a trusted local lender to review your financing options, no obligation.
What schools serve 77340 Overseas Highway, Islamorada, FL 33036?: 77340 Overseas Highway, Islamorada, FL 33036 is zoned for Plantation Key (elementary), Plantation Key (middle), Coral Shores (high). School assignments and boundaries can change year to year, so confirm current zoning with the local school district before you buy.
Can I negotiate the price of 77340 Overseas Highway, Islamorada, FL 33036?: Often, yes. The right offer on 77340 Overseas Highway, Islamorada, FL 33036 depends on how it's priced against comparable single family sales in Islamorada, how long it's been listed, and how motivated the seller is. Pure Equity will run the comps and help you craft a competitive, well-supported offer.

Listing courtesy of Coldwell Banker Schmitt Real E

Listing information is provided by BeachesMLS, Inc.and is deemed reliable but not guaranteed accurate by the MLS or Pure Equity. Information is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. © 2026 BeachesMLS, Inc. Last updated June 25, 2026.

$3,999,999