$10,950,000
77350 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
- $10,950,000
- Price per sq ft
- $1,665
- Original price
- $11,700,000
- Days on market
- 67
This 6-bedroom single-family home is listed at $10,950,000, or $1,665 per square foot. The asking price has come down 6.4% from its original $11,700,000. It has been on the market for 67 days.
Estimated monthly payment
$57,547 /mo
Principal and interest only, based on $2,190,000 down (20%), a 6.875% 30-year fixed rate. Property taxes, homeowners insurance are not included.
Customize this estimateListing Snapshot
- Price
- $10,950,000
- Days on Site
- 67 Days
- Bedrooms
- 6
- Total Baths
- 8
- Full Baths
- 6
- Partial Baths
- 2
- Living Area
- 6,577 sqft
- Total Sq Ft
- 10,228 sqft
- Lot Size
- 0.77 Acres
- Year Built
- 2025
- Property Type
- Single Family
- MLS #
- A12056007
- Property Tax
- $8,816 (2025)
- Subdivision
- MATECUMBE OCEAN BAY SEC 2
- County
- Monroe
- Status
- Active
- Special Conditions
- Listed As Is
About This Property
Sunset Sanctuary. Natural beauty and captivating sunsets of the Florida Keys define this newly completed gated waterfront estate on Lower Matecumbe Key. Surrounded by a serene coastal landscape and native birdlife, the property offers boating access to both Florida Bay and the Atlantic Ocean. Completed in 2025, the three-level main residence features two primary suites, three guest bedroom suites, media room, an elevator, and a custom kitchen showcasing mahogany cabinetry and Thermador appliances. Expansive balconies extend the living spaces into the natural surroundings. The third-level Sunset Lounge elevates entertaining with a full bar, wine storage, generous seating, a mega-TV, and views toward Florida Bay. Outdoors, the property features a saltwater pool and spa, covered dining and entertaining areas, a private pickleball court, and a dock with boat lift. A detached guest house provides comfortable accommodations with added separation from the main residence. This distinctive Islamorada estate brings together natural beauty, recreation, boating access, and elevated island living.
MLS media linkGeneral Features
- Property Type
- Single Family
- Status
- Active
- Year Built
- 2025
- Property Condition
- New Construction
- New Construction
- Yes
- Number of Stories
- 3
- Levels
- Three Or More
- Garage Spaces
- 4
- Attached Garage
- Yes
- Parking
- Attached / Circular Driveway / Driveway / Garage / Guest
- Direction Faces
- Southeast
- Lot Size (Acres)
- 0.77
- Living Sq Ft
- 6,577
- Total Sq Ft
- 10,228
- Sewer
- Public Sewer
- Water Source
- Public
- Zoning
- RE
Interior Features
- Appliances
- Dryer / Dishwasher / Electric Water Heater / Oven / Refrigerator / Washer
- Cooling
- Central Air
- Heating
- Heat Strip
- Spa
- Yes
- Interior Features
- Bathtub / Closet Cabinetry / Dual Sinks / Entrance Foyer / Elevator / Living Dining Room / Main Level Primary / Soaking Tub / Separate Shower / Upper Level Primary / Bar
- Windows
- Blinds
- Total Rooms
- 3
Exterior Features
- Construction
- Block / Other
- Roof
- Metal
- Exterior Features
- Balcony / Lighting / Outdoor Living Area
- Private Pool
- Yes
- Pool Features
- In Ground
- Patio & Porch
- Open / Patio / Porch / Balcony
- Waterfront
- Yes
- Waterfront Features
- Canal Front
- Frontage
- Waterfront
- Frontage Length
- 78.00 ft
- View
- Canal / Water
Community & HOA
- Association Amenities
- None
- Pets Allowed
- Yes
- Financing Terms
- Cash / Conventional
- Restrictions
- Ok To Lease
- MLS Area
- 5940 - Other Florida County
Schools
- Elementary School
- Plantation Key
- Middle School
- Plantation Key
- High School
- Coral Shores
About the Area
- Homes for Sale
- 44
- Under Contract
- 0
- Median List Price
- $2,850,000
- Median $/Sq Ft
- $1,403
- Avg Days on Market
- 140
Frequently Asked Questions
- How do I schedule a tour of 77350 Overseas Highway, Islamorada, FL 33036?
- Use the Tour button on this listing to request a showing of 77350 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 77350 Overseas Highway, Islamorada, FL 33036 still available?
- 77350 Overseas Highway, Islamorada, FL 33036 is currently listed as Active, and has been on the market 67 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 77350 Overseas Highway, Islamorada, FL 33036?
- With 20% down ($2,190,000) on the $10,950,000 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 77350 Overseas Highway, Islamorada, FL 33036 is about $57,547/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 77350 Overseas Highway, Islamorada, FL 33036?
- Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 77350 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 77350 Overseas Highway, Islamorada, FL 33036?
- 77350 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 77350 Overseas Highway, Islamorada, FL 33036?
- Often, yes. The right offer on 77350 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 American Caribbean Real Estate
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 July 23, 2026.
$10,950,000
Interested in This Property?
Contact us to schedule a showing or ask a question.
Own a home near this one? See what it would sell for today
Listed by Carolyn Cotter Ambler, American Caribbean Real Estate
Map & Location
Property Types

