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75090 Overseas Highway, Lower Matecumbe, FL - photo 1

$29,000,000

75090 Overseas Highway

Lower Matecumbe, FL 33036

Estimated payment $147,215/month

HOA not listed, not included · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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4Beds
6Baths
8,194Sq Ft
$3539Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

Built in 2011
43,560 sqft Lot

About This Home

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.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:4
  • •Bathrooms:6 (5 full, 1 half)
  • •Full bathrooms:5
  • •Half bathrooms:1

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:8,194 sqft
  • •Total interior livable area:8,194 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:43,560 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:2011

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Price history

DateEventPrice
10/30/2026Listed for sale$29,000,000$3539/sqft

Listing Agent

Leslie Leopold

Ocean Sotheby's International Realty

Brokerage Phone: 305-712-8888

Source: Florida Keys MLS · MLS #620394

Data Powered by Home Junction, Inc.

Nearby

Dining

Arby's

0.5 mi

Cafe Cubano

0.8 mi

Habanos Tapas and Bar

1.4 mi

Beaches

Anne's Beach

1.6 mi

Public Beach

18.4 mi

Campground Beach

18.5 mi

Nearby amenity locations include data © OpenStreetMap contributors.