75840 Overseas Highway, Upper Sugarloaf Key, FL 33036 - Photo 1

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$13,950,000

For Sale
Active
Single Family
7 Beds
5 Full Baths
2 Partial Baths
5,900 Sq. Ft.
Updated 6 hours ago

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Property Description

LUXURY BEACHFRONT ESTATE HOME! Come embrace this brand-new magnificent property where you will encounter a relaxing ambiance gracefully set on over 2 private acres of pristine bayfront offering deep-water dockage with a 20,000 lb boat lift, a white sandy beach and stunning unobstructed panoramic views of the Florida Bay located in desirable Lower Matecumbe. Spanning nearly 6,000 square feet of extraordinary living space with 7 bedrooms and 7 bathrooms. Thoughtfully designed for ultimate comfort, this estate features two separate guest wings, each offering three private bedroom suites, ideal for family, guests or an unparalleled private retreat. The gourmet chef's kitchen, perfect for entertaining, leads to an expansive and inviting great room, elegant tray ceilings, designer finishes, and sophisticated architectural details throughout. A private elevator offers effortless access between levels. Step outside to your own tropical sanctuary, where a stunning pool deck overlooks the sparkling waters of Florida Bay. Lush tropical landscaping provides privacy, while spacious covered terraces provide the perfect backdrop for unforgettable sunsets and year-round outdoor living. With weekly rentals permitted and a valuable vacation rental license in place, this rare offering combines luxurious personal enjoyment with outstanding investment potential. Experience the Florida Keys lifestyle in one of Lower Matecumbe's most exclusive waterfront settings.

Full Property Details

Full Property Details for 75840 Overseas Hwy

General

Price: $13,950,000
Taxes: $32,300 (2025)
Status: Active
Type: Single Family
Source: 927
MLS ID: 619776
Updated: 5/13/2026
Added to Site: 8 day(s) ago

Interior

Interior Features: Entrance Foyer, Walk-in Closet(s), Built-in Cabinets, Elevator, Pantry, Quartz Countertops, Security System, Smoke Alarms, Storage, Wet Bar, Wired for Sound
Appliances: Dishwasher, Disposal, Dryer, Freezer, Gas Appliances, Ice Machine, Microwave, Oven, Range, Refrigerator, Washer
Flooring: Tile

Rooms

Bathrooms

Total Bathrooms: 7
Full Bathrooms: 5
Half Bathrooms: 2

Bedrooms

Total Bedrooms: 7

Other Rooms

Laundry: Laundry Room

Additional Information

Pool: Yes
Pool Description: Concrete, Heated, In Ground
Security/Safety: Electric Gate, On Premises System

Exterior

Exterior Features: Lighting, Sandy Beach, Sprinkler System, Storage
Deck/Patio: Open Porch/Balcony
Porch/Patio/Deck: Open Porch/Balcony

Parking

Garage: Yes
Attached garage: Yes
Parking Features: Open, Guest, Attached

Location

Area: 22 - Lower Matecumbe
County: Monroe
Subdivision: Mat Ocean Bay (75.0)

Community

Assoc. Fees Include: None
Pets Allowed: Yes

Heating & Cooling

Central air: Yes
Air Conditioning: Yes
Cooling Type: Central Air, Ceiling Fans(s)
Heating Type: Central

Structural Information

Architectural Style: Above Flood
Construction Status: New Construction
Construction: CBS, Concrete
Roof: Metal
Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
Square Feet: 5,900
Sq. Ft. Source: Builder/Architect
Year Built: 2025
Property Condition: New Construction

Lot Features

Property View: Open Water View, Bay
Lot Size (Acres): 2.08
Lot Size (Sq. Ft.): 90,688
Lot Size Source: Tax Records
Zoning: R1 - Residential Single Family

Water Features

Water Front: Yes
Water View: Yes
Water Front Desc.: Bay Front, Gulf Front, Open Water

Financial Considerations

Tax Amount: $32,300.52
Tax Year: 2025

Disclosures and Reports

Legal Description: NE'LY 162 FT OF SW'LY 412 FT OF TR A MAT OCEAN BAY SEC 1 AMENDED & EXTENDED PB2-96 LOWER MATECUMBE OR59-489 OR1037-1082
Flood Zone: AE, AE, AE, VE, VE
APN: 00394770-000200

Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada, Lisa Frins P.A. (305) 522-1479

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Listing agent

— 75840 Overseas Hwy —

Lisa Frins P.A.

Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

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Schools

Schools serving 75840 Overseas Hwy

School District:Monroe County School District, Middle Torch Key, FL

Name	Grades	Distance
Plantation Key School 100 Lake Road, Tavernier, FL 33070	PK-8	13.6 mi
Coral Shores High School 89901 Old Highway, Tavernier, FL 33070	9-12	13.9 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 75840 Overseas Hwy Get Price Alerts and Save Property

Date

Details

Price

Change

Source

5/05/2026

Listed

$13,950,000

240.24%

MLS

5/04/2022

Sold

$4,100,000

—

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

Tax History for 75840 Overseas Hwy

Year

Property Taxes

Change

Tax Assessment

Change

2024

$31,586

5%

$3,560,411

7%

2023

$30,184

99%

$3,324,622

110%

2021

$15,199

-44%

$1,579,785

-46%

2022

$26,920

—

$2,935,571

—

Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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75840 Overseas Highway, Upper Sugarloaf Key, FL 33036 (MLS# 619776) is a Single Family property with 7 bedrooms, 5 full bathrooms and 2 partial bathrooms. 75840 Overseas Highway is currently listed for $13,950,000 and was received on May 05, 2026. Want to learn more about 75840 Overseas Highway? Do you have questions about finding other Single Family real estate for sale in Upper Sugarloaf Key? You can browse all Upper Sugarloaf Key real estate or contact a Coldwell Banker agent to request more information.

75840 Overseas Hwy Upper Sugarloaf Key, FL 33036