75090 Overseas Highway Islamorada, FL $ 29,000,000
75090 Overseas Highway
$ 29,000,000
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75090 Overseas Highway

Islamorada, FL, 33036
$ 29,000,000
Bedrooms4 Baths5.1 Sq 8,194

Monthly Estimate*

$ 183,109

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Single Family Home for sale in Islamorada, FL

for $29,000,000 with 4 bedrooms and 5 full baths, 1 half bath. This 8,194 square foot home was built in 2011.

Villa Lago is an Italian-inspired waterfront estate positioned along 220 feet of pristine Florida Bay frontage in Islamorada. Offering 8,194 SF of living space on 1 acre of bayfront property, a dramatic arrival unfolds beneath soaring 30ft ceilings, leading into a grand living space framed by turquoise bay views. An arcaded hallway with a hand-tiled barrel-vaulted ceiling connects interiors featuring Italian finishes, exquisite marble details, five fireplaces, hand-painted ceiling frescoes, and a one-of-a-kind imported tile roof. Florentine windows, Juliette balconies, wrought-iron railings, copper gutters, and hand-carved marble corbels. The floor plan includes four bedrooms, with three guest suites on the main level and a private third-floor primary retreat. The chef's kitchen is appointed with top of the line appliances, a walk-in pantry, and dedicated prep kitchen. A pass-through window connects to the outdoor kitchen and covered dining. A formal dining room with a hand-painted ceiling fresco, wellness room, sauna, theater, and billiards lounge. Outside, an infinity-edge pool, sunken gazebo with swim-up seating, putting green, fountains, and tropical landscaping. Deep dockage, sand beach, and clear waters provide immediate access to fishing, diving, snorkeling, and boating. An air-conditioned boat room, skiff ramp, 4,000+ SF collector's garage, elevator servicing all 3 levels, C4/Sonos smart home, secure walled & gated grounds.

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Single Family Active

Price

$ 29,000,000

Bedrooms

4

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 76,981

Style

Year Built

2011

Town/City

Islamorada

County/Region

Monroe

MLS | Web ID

A12050889

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Possession Close Of Escrow
Roof Barrel
Appliances Built-In Oven Dryer Dishwasher Electric Water Heater Freezer Disposal Gas Range Ice Maker Microwave Other Refrigerator Wine Cooler Water Purifier Washer
Garage Spaces 6
Patio/Porch Features Balcony Open Patio
Architectural Style Mediterranean
Pool Features Concrete Free Form Heated Infinity In Ground Other Pool
Security Features Security System Owned Smoke Detector(s)
Construction Materials Block
Year Built 2011
View Bay
Levels Three Or More
Property Subtype Single Family Residence
Tax Year 2025
Waterfront Features Bayfront Ocean Access
Community Features Boat Facilities Bar/Lounge Fitness Game Room Sauna Street Lights
County Monroe
Property Type Residential
Attached Garage true
Subdivision Name Matecumbe Ocean Bay (75.0)
Facing Direction West
Garage Y/N true
Total Rooms 0
Full Baths 5
Special Listing Conditions Listed As-Is
Status Active
City Islamorada
Senior Community Y/N false
Zoning Description R1
MLS Area 98 Florida Keys
Lot Size Units Square Feet
Lot Size Square Feet 43560
Listing Terms Cash Conventional Other
Spa Features Community
Year Built Details Effective Year Built
Tax Annual Amount 76981
MLS Area Minor Other Geographic Area (Out Of Area Only)
Lease Considered Y/N false
Virtual Tour https://oceansir.com/properties/75090-overseas-highway-lower-matecumbe-fl-us-33036-20260618192431797829000000
Standard Status Active
Occupancy Type Call Agent
Property Sub Type Additional Single Family Residence
Legal Description 21 64 36 LOWER MATECUMBE KEY PART OF GOV LOT 1 OR501-634 OR845-2014/15 OR845-2016/17 OR940-1617/18 OR936-2068/87 OR943-1
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Interior
Interior Amenities Wet Bar Built-in Features Breakfast Area Bathtub Closet Cabinetry Dining Area Separate/Formal Dining Room Dual Sinks Second Floor Entry Entrance Foyer Eat-in Kitchen Elevator French Door(s)/Atrium Door(s) First Floor Entry Fireplace Jetted Tub Kitchen Island Kitchen/Dining Combo Living/Dining Room Custom Mirrors Pantry
Flooring Carpet Hardwood Marble Tile Wood
Furnished Y/N Furnished
Air Conditioning Y/N true
Heating Y/N true
Window Features Arched Blinds Drapes Impact Glass
Fireplace Y/N true
Half Baths 1
Total Bedrooms 4
Total Baths 6
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Exterior
Exterior Amenities Balcony Fence Fruit Trees Outdoor Grill Outdoor Shower Patio Awning(s) Security/High Impact Doors
Parking Features Attached Driveway Garage Golf Cart Garage Guest Paver Block Garage Door Opener
Lot Features 1-2 Acres
Water Source Public
Lot Size Area 43560
Road Surface Type Paved
Frontage Length 220
Private Pool true
Waterfront Y/N true
Covered Spaces 6
Door Features French Doors
Other Equipment Generator
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* Excluded Features
List By
Ocean Sothebys Intl Realty

Broker

AHagen@oceansir.com

Email

Affordability Calculator

$189,524
Per Month
97%
3%
0%
Monthly Principal & Interest
$183,109
Monthly Property Taxes
$6,415
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
7/14/2026$29,000,000 Listed Price

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75090 Overseas Highway, Islamorada, FL, 33036 is a Single Family Home for sale at $29,000,000 with 8,194 sqft. 75090 Overseas Highway has 4 bedrooms, 5.1 baths, and was built in 2011. The property's zip code is 33036 which is in Islamorada, FL