75090 Overseas Highway

Islamorada, FL
$ 29,000,000 Beds 4 Baths 5.5 Sq 8,194 Virtual Tour
Monthly Estimate* How much can I afford?

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.

Active

  • Price
  • $ 29,000,000
  • City
  • Islamorada
  • Bedrooms
  • 4
  • Full Bathrooms
  • 5
  • County
  • Monroe
  • Half Bathrooms
  • 1
  • Area
  • 98 Florida Keys
  • Lot Size
  • Zip
  • 33036
  • Sqr Footage
  • 8,194
  • Year Built
  • 2011
  • Taxes
  • $ 76981
  • Style
  • MLS#
  • A12050889
Listed By: This listing is courtesy of Ocean Sothebys Intl Realty
Data Source: Southeast Florida MLS (SEFMLS)

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
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
Standard Status Active
Occupancy Type Call Agent
Property Sub Type Additional Single Family Residence
PostalCity Islamorada
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

Interior Features

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

Exterior Features

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

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Miami Beach, FL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
Agent Photo

Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

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.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

7/14/2026 Listed $29,000,000

Property vs Zip Code Average in 33036

Price
AVG $5.58M
$29M
Taxes
AVG $22,414
$76,981
Year Built
AVG 1995
2011

Areas That We Cover

75090 Overseas Highway Islamorada, FL is a Single Family Home for sale at $29000000 with 8194 sqft and a lot size of Acre(s). 75090 Overseas Highway Islamorada has 4 bedrooms, 5 baths and was built in 2011. The property's zip code is 33036 which is in Islamorada, FL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: 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.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site 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.