About This Home

This 4-bedroom, 6-bathroom single family at 75090 Overseas Highway in Lower Matecumbe, FL is listed for $29,000,000 ($3,539 per sqft). Built in 2011, the home offers 8,194 sqft of living space on a 1.00 acres lot.

Key Features

  • Built in 2011
  • 1.00 acre lot
  • Private pool
  • Fireplace
  • Waterfront

Property Details

5 full, 1 half
2011

Amenities

PoolFireplaceWaterfrontViewA/C
Listing Description

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 quatrefoil windows, Juliette balconies, wrought-iron railings, copper rain gutters, and hand-carved marble corbels enhance the home's architectural character.

The floor plan includes four bedrooms, with three guest suites on the main level and a private third-floor primary retreat featuring two fireplaces, an office, tea room, sitting room, custom walk-in closet, private laundry room, spa-inspired bath, and balconies overlooking the living spaces below.

The chef's kitchen is appointed with Viking, Miele, U-Line, and Sub-Zero appliances, a walk-in pantry, and dedicated prep kitchen. A pass-through window connects to the outdoor kitchen with a Viking grill, refrigeration, ice maker, bar seating, and covered dining overlooking the pool, beach, and bay.

Additional spaces include a formal dining room with a hand-painted ceiling fresco, wellness room, sauna, private theater with wet bar, and a billiards lounge with mahogany coffered ceilings and coconut wood flooring. Outside, an infinity-edge pool, sunken gazebo with swim-up seating, putting green, fountains, and tropical landscaping.

Deep-water dockage, white-sand beach, and crystal-clear waters provide immediate access to world-renowned fishing, diving, snorkeling, and boating. Additional features include an air-conditioned boat room, skiff ramp, 4,000+ SF collector's garage, elevator servicing all 3 levels, Control4 smart home integration, Sonos, and secure walled & gated grounds.

Monthly Cost Estimate

$155,098/mo

20% down · 6.5% · 30 years

Principal$20,973
Interest$125,667
Insurance$8,458

Estimates only. Actual payments may vary.

Location

75090 Overseas Highway

Lower Matecumbe, FL 33036

Matecumbe Ocean Bay (75.0)

Features & Amenities

Interior Features

Smart ThermostatBuilt-in CabinetsGranite Counter TopElevatorSecurity SystemStorageWalk-in Closet(s)BarTray CeilingsWired for SoundGymMedia RoomSauna

Exterior Features

BarBuilt-in GrillFruit Tree(s)GazeboRain GuttersHot TubLightingOutdoor KitchenOutdoor ShowerPrivacy Wall/FenceSandy BeachSprinkler SystemStorageWater Display

Property Details

Flooring

CarpetMarbleWoodTile

Construction

CBS Concrete

Views

Ocean

Pool Features

Pool

Outdoor Features

DeckPorchPatio

Parking

Open

Heating

CentralFireplace(s)

Cooling

Central AirDuctless

Appliances

More AppliancesWasherDryerDishwasherRefrigeratorRangeOvenMicrowaveDisposalFreezerGas AppliancesIce MachineWine CoolerStainless Steel Appliance(s)Water Purification

Questions & Answers

This 4-bedroom, 6-bathroom single family at 75090 Overseas Highway is listed at $29,000,000 ($3,539/sqft). The estimated monthly payment is $155,098 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 2011, 1.00 acre lot, Private pool, Fireplace, Waterfront. Interior Features: Smart Thermostat, Built-in Cabinets, Granite Counter Top. Exterior Features: Bar, Built-in Grill, Fruit Tree(s).

This property is listed by Leslie Leopold.

LL

Leslie Leopold

License 3071091

Agent at Ocean Sotheby's International Realty

Listed by Ocean Sotheby's International Realty · Broker phone: 3057128888 · View on Broker Site · Broker website

MLS# 620394· Source: Florida Keys Board of REALTORS®· 127 days on PropertySimple

Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

75090 Overseas Highway, Lower Matecumbe, FL 33036

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